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She Wears the Pants

Ashley Deland

Deland, FLBusiness50 episodes

She Wears the Pants is the podcast for the women building more than businesses—they’re building identities, empires, and legacies. Hosted by globally recognized business advisor, multi-business founder, and start-up investor Ashley Deland, this show lives at the intersection of strategy, structure, and self. Each week, Ashley pulls back the curtain on what it truly takes for women to scale companies that are financially sound, spiritually aligned, energetically sustainable, and structurally unshakeable. This is where high-growth women founders come for boardroom-level strategy, identity evolution, feminine leadership, and the inner work required to hold the success they’re building. Because strate...

Episodes

I Was Trained To Be Quiet, Now I Get Paid To Talk

2026-10-0623:10

“I was not born silent. Silence was trained into me.”In this solo episode of She Wears the Pants, Ashley Deland explores how the lessons women learn about their voice early in life can follow them directly into business, leadership, relationships, and the decisions they make as adults.Ashley shares how growing up in a hardworking household, modelling from infancy, and being raised inside a restrictive religion taught her to perform, follow direction, stay agreeable, and keep quiet. On the outside, she eventually became the exact opposite. She built businesses, spoke on stages, advised women around the world, and made her voice one of her greatest business assets.But becoming outspoken did not automatically undo the conditioning underneath it.Ashley shares how silence continued to appear in subtler ways, through overdelivering, ignoring her intuition, staying loyal to relationships that no longer felt right, softening boundaries, and prioritizing other people over what she knew to be true.She also opens up about the cost of remaining silent inside a business partnership long after her intuition was telling her something was wrong, and what it took to rebuild trust in herself after finally choosing to speak.In this episode, you’ll learn how to:• Recognize when silence is showing up in ways that look like loyalty, work ethic, or being agreeable• Separate your actual personality from behaviours you may have learned through conditioning• Notice where you are ignoring your intuition to preserve a relationship or avoid conflict• Understand why staying silent can eventually become more expensive than speaking• Rebuild trust in yourself after ignoring what you knew• Hold a boundary while still caring deeply about the person on the other side of it• Understand why insight alone does not create change• Separate what happened to you, how you learned to move through it, and who you choose to be now• Use your voice in business without waiting for permission from the rooms that once taught you to stay quietReclaiming your voice is not about becoming louder.It is about trusting yourself enough to speak when it matters.And sometimes the most important thing you can do is identify the one place where you are still editing yourself, staying agreeable, or ignoring what you already know.CONTINUE THE WORK WITH ASHLEYStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience, an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

The Best-Trained Team Wins: Building a Business Beyond You with Jenny Bitner

2026-09-2930:54

The business was never supposed to depend entirely on you.In this episode of She Wears the Pants, Ashley Deland is joined by Jenny Bitner, founder of Casa Veda, a boutique academy and agency specializing in talent acquisition, team development, and world-class client experiences.Jenny has spent her career understanding people. From becoming one of the top sales performers in Canada, to managing large teams and rebuilding workplace culture, to scaling multiple businesses and now helping female founders build teams of their own, one belief has remained constant:The best-trained team wins.But this conversation goes far beyond hiring.Ashley and Jenny explore what happens when success stops being measured only by revenue, recognition, or how much you can personally carry. Jenny shares how building multiple businesses, raising two daughters, completely redesigning her family’s life, and undergoing a profound spiritual evolution changed the way she thinks about leadership, ambition, worth, and freedom.If you’re building a company that still relies too heavily on you, questioning what success is supposed to look like, or feeling the pull toward a more intentional way of building, this conversation will challenge you to redefine what you’re actually optimizing your life and business for.In this episode, you’ll learn how to:Build a team that allows your company to grow beyond the founderRecognize when your sense of worth has become tied to revenue, recognition, or external validationReframe imposter syndrome as a belief to examine rather than proof that you don’t belongIdentify the currencies that matter most to you beyond financial successMake business decisions through the lens of freedom, peace of mind, family, and personal valuesUnderstand why healing and personal growth happen in layers rather than through one final breakthroughRelease the belief that every opportunity needs to be pursued simply because it could make more moneyBy the end, you’ll walk away with a different way of thinking about scale. The goal isn’t simply to build a business capable of producing more. It’s to build a company, team, and life capable of supporting what matters most to you.Meet JennyJenny Bitner is the founder of Casa Veda, a boutique academy and agency specializing in talent acquisition, team development, and world-class client experiences.Her career began in the fitness industry, where she became one of the top sales performers in Canada before moving into leadership, talent acquisition, hiring, training, and culture development. She later built and scaled multiple businesses, including an e-commerce company that expanded into multiple countries and 12 languages.Today, through Casa Veda, Jenny helps female founders build exceptional teams, stronger systems, and higher standards so their companies can grow beyond the woman who started them.Jenny is also an ordained metaphysical minister and host of Sunday School for CEOs, where she explores business, faith, calling, self-mastery, and what it means to become a better steward of the work you’ve been given.Instagram: @iamjennybitnerJoin Jenny for The Pink Hive: October 2-3, 2026 Niagara Falls, Ontario. GET TICKETSContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Who's Actually Running Your Mind

2026-09-2211:49

What if the thoughts shaping your life aren't actually yours?In today's solo episode of She Wears the Pants, Ashley Deland invites you into one of the most important conversations you'll ever have with yourself: Who is actually running your mind?Beneath every fear, every habit, every relationship, every business decision, and every version of your life sits a belief. The challenge is that many of those beliefs were never consciously chosen. They were inherited from your upbringing, your environment, your industry, the voices around you, and even the algorithms you consume every day. We mistake them for truth simply because we've carried them for so long.This episode is a reflection on what becomes possible when you stop managing a mind that was programmed by default and begin creating one with intention. Ashley explores why your beliefs matter more than your behaviour, why your emotional state shapes the thoughts available to you, and why the most powerful transformation you'll ever experience isn't changing what you do. It's changing what you believe.If you've been caught in cycles of comparison, self-doubt, fear, or feeling like you're living someone else's definition of success, this conversation will help you come home to your own mind and reclaim authorship over the life you're creating.In this episode, Ashley shares how to:• Recognize the beliefs quietly shaping your business, relationships, and everyday decisions• Understand why lasting transformation begins beneath your habits and behaviours• Identify the invisible influences that are programming your thinking every single day• Learn why protecting your emotional state is one of the greatest responsibilities of leadership• Replace inherited beliefs with ones that reflect the woman you're consciously becoming• Embrace the belief that life is happening for you, allowing every challenge to become part of your growth instead of proof that you're off courseBy the end of this episode, you'll begin to see your inner world differently. You'll recognize that you are not the manager of a mind someone else programmed. You are its creator. And the moment you begin choosing your beliefs with intention is the moment you stop living by default and start building a life, a business, and a future that truly belong to you.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Your Best Business Years Might Still Be Ahead of You with Sue Zimmerman

2026-09-1539:08

Reinvention isn’t starting over. It’s knowing how to evolve without losing everything you’ve already built.In this episode of She Wears the Pants, Ashley Deland is joined by Sue B. Zimmerman, serial entrepreneur, speaker, educator, and founder of the Soulful Selling Sisterhood. Sue built her first million-dollar business at just 22 years old and has since launched 18 businesses, built a global personal brand, and become one of the most recognized voices in online visibility and Instagram marketing.Now at 63, she’s still reinventing.Together, Ashley and Sue unpack what it takes to remain relevant, visible, curious, and willing to evolve through decades of entrepreneurship — and why some of a woman’s most meaningful, profitable, and impactful work may still be ahead of her.If you’re a woman who has already built success but knows there is another chapter calling you forward, this conversation is a reminder that reinvention isn’t starting over. It’s using everything you’ve built to create what comes next.In this episode, you’ll learn how to:Reinvent yourself without losing the experience, authority, and credibility you’ve already builtRecognize emerging opportunities and trust your intuition when it’s time to pivotStay relevant in an evolving business landscape without chasing every trendUse Instagram and social media to create genuine conversations that lead to relationships, opportunities, and salesBuild a personal brand that can evolve alongside multiple businesses, interests, and seasons of your lifeLet go of comparison and other people’s opinions so you can lead with greater confidenceSell with more conviction by deeply believing in the value and transformation behind what you offerBy the end, you’ll walk away with a different perspective on longevity: your age, experience, and previous chapters aren’t evidence that your biggest work is behind you — they may be the very things preparing you for what comes next.Meet SueSue B. Zimmerman is a lifelong entrepreneur, relationship-driven sales mentor, and sought-after online marketing educator with more than 30 years of business experience. Known for her no-BS teaching style and ability to simplify social media strategy, Sue has privately coached hundreds of entrepreneurs to grow their visibility, confidence, and revenue through authentic connection and intentional online marketing.Widely recognized as @theinstagramexpert, Sue built a community of more than 160K followers by teaching practical Instagram strategies that help business owners turn conversations into customers.Today, through @suebzimmerman and her Substack community, The Soulful Selling Sisterhood, Sue teaches women how to build businesses rooted in relationship-building, social selling, confidence, and meaningful connection rather than transactional sales tactics.Instagram: @suebzimmermanSubstack: The Soulful Selling SisterhoodFree DM Guide: https://learnwithsbz.com/dmguide/Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

The Rooms That Changed You, and Changed Me

2026-09-089:48

The right room won't just change your business. It will change what you believe is possible for yourself.In today's solo episode of She Wears the Pants, Ashley Deland shares the story of the room that forever altered the trajectory of her business and, more importantly, the woman building it. Six years ago, she boarded a flight carrying every version of imposter syndrome imaginable, convinced she wasn't qualified to sit beside the entrepreneurs she admired. What she discovered instead was something she never expected: she already belonged.This is a deeply personal conversation about proximity, courage, and the quiet power of choosing environments that expand you. Because sometimes the greatest gift a room gives you isn't another strategy or breakthrough. It's a new standard. A new belief about what's possible. A reflection of the woman you're becoming before you're fully able to see her yourself.If you've reached the edge of what you can build on your own, if you've been craving bigger conversations, higher standards, or simply a room where you don't have to explain your ambition, this episode is for you.In this episode, Ashley shares how to:• Recognize why the rooms you choose shape the future you're capable of creating• Reframe imposter syndrome as evidence that you're expanding beyond what's familiar• Understand why proximity changes far more than your business strategy. It changes your identity.• Release the belief that you have to reach the next level alone• Invest in environments that stretch your thinking, elevate your standards, and expand your vision• Choose the rooms that call you forward instead of the ones that simply keep you comfortableBy the end of this episode, you'll understand that the most transformative rooms rarely change your life because of what is taught from the stage. They change your life because of who you become while you're in them. Sometimes the right room gives you strategy. Sometimes it gives you relationships. But every once in a while, it gives you something even greater: the certainty that you are capable of far more than you ever believed. And from that moment on, you never lead your business the same way again.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Inside The Room: The Founder Haus

2026-09-011:25:57

What changes when powerful women stop building alone and start building inside the right room?In this special episode of She Wears the Pants, Ashley Deland takes you Inside the Room of Founder Haus — her private founder collective built for ambitious women navigating the growth, reinvention, visibility, and identity shifts that come with building something extraordinary.For the past year, six women have built alongside one another inside a room intentionally designed around intimacy, high standards, strategic advisory, and deep proximity. And in this episode, you’ll hear directly from four of them.Ashley sits down with Rosalie Salamone, Crystal Eva, Amy Dillon, and Christine Murray for a series of intimate conversations about what they’ve built, what they’ve had to leave behind, who they’ve become — and what changed when they stopped carrying entrepreneurship alone.These are women who have stepped onto stages, appeared on television, landed major media, built certifications and platforms, launched new companies, grown their revenue, reinvented careers, and expanded into entirely new levels of leadership.But this conversation isn’t really about the accomplishments.It’s about the women they had to become to create them.If you’ve been craving a bigger vision, deeper conversations, stronger proximity, or simply a room where you no longer have to explain the size of what you’re building, this episode will show you what becomes possible when the environment around you finally matches the ambition within you.In this episode, you’ll learn how to:Recognize when you’ve outgrown an old identity, business model, or version of success — and trust yourself enough to move forwardNavigate reinvention without abandoning everything you’ve already builtStep more fully into your authority, thought leadership, and visibility as a founderTrust the pivots that often accompany your biggest seasons of growthBuild success without sacrificing the life, relationships, and values you’re building it forUnderstand why proximity to the right women can accelerate what strategy alone cannotStop carrying the emotional and strategic weight of entrepreneurship entirely by yourselfBy the end, you’ll understand why the right room doesn’t simply change the way you build your business. It changes the woman building it.Meet the Founder Haus WomenRosalie Salamone is the founder of Dedita Recruitment Consultant. With more than 20 years in recruitment and 12 years specializing in construction-focused hiring, Rosalie helps organizations hire exceptional people and professionals make smarter, more aligned career moves.Crystal Eva is a Fractional COO, educator, and founder of the Fractional Leadership Method™ Certification. After a decade helping visionary founders scale through strategy, systems, and soul, Crystal is now training a new generation of operators to step into executive leadership and redefining what modern fractional leadership can look like.Amy Dillon is an award-winning interior designer and founder of Amy Dillon Interiors. With more than two decades of experience and work featured in House & Home, Style at Home, and HGTV, Amy creates spaces designed not simply to look beautiful, but to elevate the people who live within them.Christine Murray is the founder and creative director of House of Tiller, a luxury-level creative concierge for visionary founders. With more than 15 years of experience in photography, creative direction, and content strategy, Christine helps founders move out of creative chaos and into elevated, cohesive brand experiences built to scale.Step Inside Founder HausFounder Haus is Ashley Deland’s private founder collective — a modern founder sisterhood built around intimacy, high standards, strategic advisory, and lifelong proximity.Each cohort is intentionally limited to just six women because the intimacy and caliber of the room are the point.The next Founder Haus cohort begins September 17.If you heard yourself somewhere in these women’s stories — if you know you’re ready for a bigger room, deeper support, and women who can see where you’re going before you get there — consider this your invitation.Apply or book a private conversation with Ashley:→ https://ashleydeland.com/inquireContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Whatever Makes You Want To Throw Up

2026-08-2512:33

The thing you're most afraid to do is rarely the thing that's meant to stop you. More often, it's the thing that's meant to introduce you to the next version of yourself.In today's solo episode of She Wears the Pants, Ashley Deland explores one of the greatest misconceptions about fear. Instead of seeing it as something to overcome, silence, or eliminate, she offers a completely different perspective: fear isn't the obstacle standing between you and your next level. It's the compass pointing you toward it.Through personal stories, reflections on entrepreneurship, and the lessons she's learned building businesses and leading women through expansion, Ashley unpacks why we naturally cling to comfort, why stability can quietly become a ceiling, and how every meaningful season of growth begins by walking toward the very thing we've been avoiding.If you're a founder, entrepreneur, or ambitious woman standing at the edge of a difficult decision, navigating uncertainty, or feeling called toward something bigger than your current reality, this conversation will challenge you to stop asking how to make fear disappear and start asking what it's trying to show you.In this episode, Ashley shares how to:• Recognize why fear is often the strongest indicator that you're standing at the edge of meaningful growth• Release the belief that comfort and stability are always signs you're on the right path• Understand why your greatest opportunities are often hidden inside the conversations, decisions, and risks you've been avoiding• Reframe life's most difficult seasons as invitations into expansion rather than evidence that something has gone wrong• Develop the courage to pursue your calling before external circumstances force you to grow• Trust that the challenges you're facing today may become the very foundation of the woman and business you're becomingBy the end of this episode, you'll see fear through an entirely different lens. Rather than something to manage, you'll begin to recognize it as evidence that your next level is within reach. Because the women who continue to grow aren't the ones who wait until they feel fearless. They're the ones who learn to walk toward what scares them, trusting that every stretch, every challenge, and every uncomfortable season is shaping them into the leader their calling requires.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

How to Embrace Visibility & Build Wealth Through Faith with Jaclyn Shaw

2026-08-1836:44

Incoming Bomb Here: Your truth will cost you comfort before it creates your freedom.In this episode of She Wears the Pants, Ashley Deland is joined by Jaclyn Shaw, spiritual mentor, bestselling author, and sought-after speaker whose work moves women into deeper truth, embodied conviction, unapologetic wealth, and radical self-trust rooted in faith.Together, they unpack what it really takes for women to stop denying their soul, trust the voice God placed inside of them, and build lives and businesses from a place of truth instead of performance, fear, or external validation.This is a deeply raw conversation about faith, feminine power, spiritual awakening, visibility, wealth, identity collapse, religious conditioning, being misunderstood, and the liberation that comes from fully becoming who you actually are.If you’re a woman navigating growth, healing, visibility, or the tension between who you’ve been and who you’re becoming, this conversation will remind you that your truth was never meant to stay hidden.In this episode, you’ll learn how to: • Trust your inner truth even when it no longer makes sense to others • Become willing to be misunderstood as you evolve and expand • Separate external validation from soul-led decision making • Understand the connection between visibility, truth, faith, and wealth • Reclaim your voice after religious conditioning or identity collapse • Build a business rooted in conviction, authenticity, and spiritual alignmentBy the end, you’ll walk away with a deeper understanding of what it means to live unapologetically, trust your own soul, and create from the version of yourself that no longer needs permission to be seen.Meet JaclynJaclyn Shaw is a spiritual mentor, bestselling author, and sought-after speaker whose presence alone moves women into deeper truth, embodied conviction, and unapologetic wealth. Through her work, she helps women reconnect to the God within them, trust themselves fully, and build lives and businesses rooted in soul-led truth.Instagram: @thejaclynshawFacebook: Jaclyn Shaw FacebookFree Experience: Get Paid by GodContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

100 F*cking Episodes

2026-08-1114:01

One hundred episodes later, one truth has remained: the moment you stop performing is the moment people finally see you.In this milestone 100th episode of She Wears the Pants, Ashley Deland takes listeners back to where it all began. Before the thousands of downloads, the conversations with world-renowned founders, and a community spanning more than sixty-seven countries, there was one simple decision: to stop hiding behind the polished version of success and start telling the truth.This is a deeply personal reflection on why She Wears the Pants was created, what one hundred conversations have taught Ashley about leadership, authenticity, and entrepreneurship, and why the businesses that leave the greatest legacy are almost always built by women who have given themselves permission to be fully seen.If you've ever questioned whether you're enough, felt the pressure to fit someone else's version of success, or wondered if there's a place for the real you in the room, this episode is your reminder that there always has been.In this episode, Ashley shares how to:• Release the pressure to perform and reconnect with the version of yourself your business has been waiting for• Understand why authenticity isn't simply a personal value, but one of the greatest strategic advantages you'll ever have• Recognize how sharing your truth creates deeper connection than any perfectly curated brand ever could• Build a business that becomes a place of belonging, not just a measure of achievement• Remember that entrepreneurship was never meant to be built in isolation, but in the company of women willing to tell the truth• Lead with the confidence that the most unforgettable version of you has never been the most polished, but the most honestOne hundred episodes in, Ashley's greatest lesson isn't about business strategy, marketing, or scaling a company. It's this: the women who create the deepest impact are the ones who stop trying to become someone else and finally allow themselves to become more of who they already are. If there's one thing this community has proven over the last hundred conversations, it's that truth creates connection, connection creates belonging, and belonging changes lives.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

The Identity Level with Allie Casazza

2026-08-0442:11

The women who create lasting transformation aren’t the ones forcing change, they’re the ones who become the version of themselves who can finally hold it.In this episode of She Wears the Pants, Ashley Deland is joined by Allie Casazza, bestselling author, behavioral neuroscience practitioner, and host of The Purpose Show. And together, they unpack what it really takes for high-growth women to create sustainable success, identity-level transformation, and true consistency without relying on force, motivation, or burnout.This is a deeply honest conversation about nervous system safety, religious trauma, entrepreneurship as a spiritual path, subconscious rewiring, visibility, healing, self-trust, and becoming the woman your next level actually requires.If you’re a woman who feels stuck in cycles of starting over, self-sabotage, inconsistency, or internal overwhelm while trying to build a meaningful life and business, this conversation will help you understand what’s really happening beneath the surface and how to finally change it at the root.In this episode, you’ll learn how to: • Rewire subconscious patterns that keep you stuck in inconsistency and self-sabotage • Build sustainable success without relying on motivation or burnout cycles • Understand how nervous system safety impacts visibility, wealth, and growth • Heal identity-level beliefs around worthiness, leadership, and self-trust • Create lasting behavioral change through neuroscience and neuroplasticity • Separate symptoms from root causes in business, habits, relationships, and lifeBy the end, you’ll walk away with a deeper understanding of how transformation actually happens, why consistency is an identity issue before it’s a discipline issue, and what it means to become the woman who can truly hold the life and business she desires.Meet AllieAllie Casazza is a bestselling author, behavioral neuroscience practitioner, and host of The Purpose Show, a top-ranked podcast focused on helping women create real, sustainable transformation without forcing change. Her work blends neuroscience, nervous system regulation, subconscious rewiring, and identity-level change to support clarity, confidence, and ease in life and business.Website: Allie Casazza WebsiteInstagram: @allie_thatsmeYouTube: Allie Casazza YouTubeFacebook: Allie Casazza FacebookPinterest: Allie Casazza PinterestContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Why High-Performing Women Can No Longer Ignore Their Health with Taylor Smeenk

2026-07-2839:28

Your body was never designed to carry success at the expense of your health.In this episode of She Wears the Pants, Ashley Deland is joined by Taylor Smeenk, CEO and founder of Empact Wellness and certified functional medicine practitioner. Together, they unpack what it really takes for high-growth women to build extraordinary businesses while protecting their nervous systems, hormones, energy, and long-term health.This conversation explores the hidden cost of burnout culture, the connection between emotional stress and physical symptoms, and why so many ambitious women normalize exhaustion, anxiety, inflammation, and chronic dysregulation without realizing their bodies are asking for help.If you’re a woman who has been pushing through stress, overriding your body, or carrying the weight of leadership while silently feeling depleted, this conversation will help you reconnect to your health, your intuition, and the root causes behind what your body has been trying to communicate.In this episode, you’ll learn how to: • Identify the hidden signs your nervous system is chronically overwhelmed • Understand root-cause healing instead of relying on symptom management alone • Support your body through simple daily practices that improve energy, digestion, and resilience • Recognize how stress, mold toxicity, inflammation, and emotional suppression impact long-term health • Build healthier boundaries, routines, and support systems as a high-performing woman • Approach healing through a whole-body lens that includes physical, emotional, mental, and energetic healthBy the end, you’ll walk away with a deeper understanding of how your body communicates, why your health deserves your attention now, and what it looks like to lead your life and business from a regulated, nourished foundation.Meet TaylorTaylor Smeenk is a certified functional medicine practitioner, chiropractor, and founder of Empact Wellness. Through her clinic and virtual practice, she helps women uncover the root causes behind chronic symptoms, nervous system dysregulation, hormone imbalances, mold toxicity, inflammation, and burnout through a deeply holistic approach to healing.Website: Empact Wellness Website: Dr. Taylor Smeenk Instagram: @taylor.smeenk Instagram: @empactwellnessContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

When Success Still Feels Empty

2026-07-2113:26

Success without fulfillment will always feel like failure.In today’s solo episode of She Wears the Pants, Ashley Deland explores one of the most confusing experiences many high-achieving women encounter: reaching the goal, hitting the milestone, building the business, and still feeling like something is missing.Through a powerful conversation about motivation, fulfillment, personal growth, and entrepreneurship, Ashley unpacks the difference between push motivation and pull motivation, and why so many founders eventually discover that achievement alone is incapable of creating the feeling they were searching for.Because success can build a beautiful life. Fulfillment is what allows you to enjoy it.If you're a woman navigating growth, expansion, leadership, or a season where the achievements are accumulating faster than the satisfaction, this conversation will help you reconnect with your purpose, strengthen your internal foundation, and build success that actually feels as meaningful as it looks.In this episode, Ashley shares how to:• Understand the difference between push motivation and pull motivation• Recognize why achievement alone rarely creates lasting fulfillment• Identify when success has become disconnected from purpose• Strengthen your state so you can hold greater levels of growth and opportunity• Recognize how the stories you tell yourself shape the results you create• Anchor into a version of success that feels expansive, meaningful, and sustainableBy the end of this episode, you'll walk away with a deeper understanding of what truly fuels long-term growth and why fulfillment is often the missing piece behind success that feels flat. If you're standing inside a life you've worked hard to build and wondering what comes next, this conversation will help you reconnect with the woman you're becoming and the purpose that is calling you forward.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Why Building Slowly Still Wins with Bridjet Morris

2026-07-1427:22

The businesses that last are rarely built through urgency, they’re built through consistency, self-trust, and the willingness to keep showing up..In this episode of She Wears the Pants, Ashley Deland is joined by Bridjet Morris for a conversation around entrepreneurship, visibility, AI, identity, and what it really looks like to build a meaningful business alongside a full life.Together, they unpack the pressure many women feel to move faster, scale harder, and constantly perform online and why sustainable growth often looks far quieter than the internet makes it seem.This is an honest conversation about building through seasons, allowing your business to evolve as you evolve and staying connected to yourself while growing something meaningful over time.If you’re a woman navigating growth, transition, visibility, or expansion while also holding relationships, family, creativity, and real life alongside your ambition, this conversation will remind you that your pace does not determine your potential.In this episode, you’ll learn how to:• Build consistency so your business compounds over time• Navigate industry shifts and AI without losing your direction• Stay rooted in your identity as visibility and growth expand• Create deeper human connection in a rapidly changing digital world• Release pressure around speed and build with greater intention, clarity, and sustainabilityBy the end of this conversation, you’ll walk away with a more grounded understanding of what lasting growth actually looks like and why the businesses that endure are often built slowly, intentionally, and in alignment with the life behind them.Meet BridjetBridjet Morris is a founder known for building her business through consistency, creativity, and real-life integration. Her work reflects a grounded approach to entrepreneurship, one that prioritizes sustainability, connection, and long-term growth over urgency or performance.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Becoming Impossible to Ignore

2026-07-0715:30

he moment you stop asking the room for permission is often the moment the room starts paying attention.In today’s solo episode of She Wears the Pants, Ashley Deland explores the quiet pursuit that sits beneath so much of what ambitious women build: the desire to prove themselves. Through stories from her own journey, from leaving corporate, to building and exiting multiple businesses, to winning national awards and receiving industry recognition, Ashley unpacks the subtle difference between ambition and validation, and how easily one can disguise itself as the other.For years, she believed the next accolade, feature, or achievement would finally create the feeling she was searching for. Instead, she discovered something far more powerful: the permission she had been waiting for was never going to come from the outside. It was something she would ultimately have to give herself.If you're a woman navigating growth, visibility, leadership, or expansion, this conversation will help you release the pressure to prove, trust the evidence of your own experience, and lead from a deeper place of certainty.In this episode, Ashley shares how to:• Understand the difference between ambition that expands you and validation that quietly controls you• Recognize when success has become tied to proving rather than purpose• Identify the hidden cost of constantly chasing the next achievement, accolade, or milestone• Release the need for external permission and strengthen trust in your own body of work• Recognize why true magnetism begins when performance ends• Anchor into a level of self-belief that allows you to lead, market, and grow from conviction rather than validationBy the end of this episode, you'll walk away with a deeper understanding of what you're truly seeking when you crave recognition and why external proof can never create internal certainty. More importantly, you'll understand why the women who create the greatest impact are rarely the ones trying to convince the room. They're the ones who have already convinced themselves.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

The Slow Burn That Built a Beautiful Business with Melissa Griffiths

2026-06-2325:57

Some of the most sustainable businesses aren’t built through urgency; they’re built through consistency, creativity, and a life that still feels like your own.In this episode of She Wears the Pants, Ashley Deland is joined by Melissa Griffiths, founder of Bless This Mess, a food and lifestyle brand that grew from a simple family blog into a business reaching more than a million people each month.Together, they unpack what it really takes for a high-growth woman to build a business that supports her household, evolves with her family, and stays deeply rooted in the heart of the work.If you’re a woman who is building in the margins of real life - raising children, navigating transitions, holding a home, or growing something meaningful without wanting to lose yourself in the process, this conversation will help you trust slower growth, build with more sustainability, and honor the life your business is meant to support.In this episode, you’ll learn how to:Build a business with consistency so your growth becomes sustainable over timeStay rooted in your real life so success does not come at the expense of what matters mostAdapt to major industry shifts so you can pivot with clarity instead of fearLean into community and human connection so your work stays relevant in an AI-driven worldThink differently about financial freedom so your business can support long-term family stabilityProtect your sense of self while growing publicly so visibility does not disconnect you from who you areBy the end, you’ll walk away with a more grounded understanding of what lasting growth can look like and why the businesses that endure are often built slowly, intentionally, and in deep alignment with the life behind them.Meet MelissaMelissa Griffiths is the founder of Bless This Mess, a food and lifestyle brand rooted in simple cooking, slow living, and family life. Over the past fifteen years, she has grown her business into a trusted platform reaching more than a million people each month, while raising five children and building a life-centered business through seasons of change, motherhood, and reinvention.Website: https://www.blessthismessplease.comInstagram: @blessthismessblogContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

This Will Change a Woman’s Life

2026-06-1614:00

The right room won’t just grow your business, they will change the way you think, decide, and lead.In this episode of She Wears the Pants, Ashley Deland goes solo to unpack what happens after you outgrow your environment and what it actually feels like to step into a room that expands you at a deeper level.If you’ve already experienced the shift; where your current circles feel familiar, your thinking is evolving, and your vision is asking for more,  this conversation will help you understand what comes next.In this episode, you’ll learn how to:Recognize the difference between rooms that feel comfortable and rooms that actually expand your capacityUnderstand how the right environments compress time and accelerate your growthIdentify the kind of conversations, proximity, and thinking that shift how you see your businessMove from building in isolation to making decisions with greater clarity and supportChoose spaces that refine your leadership, not just your strategyUnderstand why depth, consistency, and proximity create transformation — not just accessBy the end, you’ll walk away with a clearer understanding of what it means to be in the right room and why that decision has the power to change everything about how you build your next level.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

What Real Growth Actually Requires with Steph Biegel

2026-06-0936:27

The women who scale well are rarely doing “more” but they're certainly building better.In this episode of She Wears the Pants, Ashley Deland is joined by Steph Biegel, strategic advisor, co-founder of Vault Co, and self-described business partner for hire. Together, they unpack what it really takes for a high-growth woman to build a company with greater clarity, stronger positioning, and sustainable momentum.If you’re a woman who is building with ambition and craving cleaner strategy, deeper alignment, and more honest conversations around growth, this conversation will help you lead with greater confidence, simplify your path forward, and scale from a place of authenticity rather than pressure.In this episode, you’ll learn how to:Build with fewer, stronger growth levers so your strategy becomes clearer and more effectiveCreate authentic brand trust by leaning into real connection instead of over-curated marketingAsk for support more directly so you can accelerate growth without carrying everything aloneStrengthen your business by strengthening the woman leading itApproach visibility, feedback, and audience-building in a way that feels human, strategic, and sustainableBy the end, you’ll walk away with a more grounded understanding of what meaningful growth actually looks like and the kind of leadership it requires to hold it well.Meet StephSteph Biegel is a strategic advisor, growth consultant, and co-founder of Vault Co. Through her work, she helps female-founded wellness and lifestyle brands sharpen their positioning, build revenue-driven marketing strategies, and navigate pivotal stages of growth with more clarity and confidence.Website: Vault Co launching soonInstagram: @sbiegsBusiness Instagram: @withvaultcoContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Your Next Level Always Requires a New Environment

2026-06-0214:34

The next level of your business will always require a new environment.In this episode of She Wears the Pants, Ashley goes solo to unpack what it really takes for a high-growth woman to expand beyond the rooms, conversations, and environments that once supported her.If you’re a woman who feels like you’ve outgrown your current environment, the conversations feel repetitive, the rooms feel smaller, and your vision feels bigger than what’s around you, then this conversation will help you trust the shift, make the decision to expand, and step into environments that elevate your thinking, standards, and growth.In this episode, you’ll learn how to:Recognize when your current environment is no longer expanding your capacity so you can move before you plateauShift from familiar rooms into aligned environments that match the scale of your visionMake the internal decision required to unlock new opportunities, people, and conversationsUnderstand how proximity to possibility expands your thinking and accelerates growthChoose environments that elevate your standards so your business can naturally expandBy the end, you’ll walk away with a clearer understanding of when it’s time to expand your environment and the confidence to step into the rooms that will shape your next level.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

The Shaking Is for the Shifting: What to Do When Everything Falls Apart

2026-05-2615:52

Some seasons don’t feel like growth.They feel like everything is falling apart.In today’s solo episode of She Wears the Pants, Ashley Deland takes you inside one of the most confronting seasons of entrepreneurship - the moment where the vision begins to shake, the path becomes unclear, and leadership is tested in a completely different way.This is a conversation about resilience, discernment, faith, and the internal work required when what you built no longer holds the way you expected it to.Because every founder will experience seasons where things don’t unfold as planned, and in those moments, the question isn’t how to fix it.It’s who you become through it.If you’re walking through a season that feels uncertain, heavy, or destabilizing, this episode will ground you back into leadership, clarity, and the strength required to move forward without letting the experience define you.In this episode, Ashley shares how to:• Navigate seasons where everything feels like it’s shifting or falling apart• Strengthen discernment in partnerships, decisions, and opportunities• Develop emotional mastery when leadership feels tested• Move through loss, setbacks, and uncertainty without collapsing your identity• Rebuild confidence from within instead of relying on external outcomes• Anchor into faith and deeper trust during seasons that feel unclearBy the end, you’ll walk away with a grounded understanding of what these seasons are actually here to do and how to move through them with strength, clarity, and conviction.If you’ve been in a season where things feel shaken, uncertain, or heavier than expected… let this be your reminder: the shaking is often the shift.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Building Brands With Soul: Strategy, Storytelling & Scaling Companies with Golriz Avery

2026-05-2628:51

Building a business that scales is rarely as polished as it looks from the outside.Behind many successful brands are years of reinvention, late nights, hard decisions, and moments where founders are forced to figure things out in real time.In this episode of She Wears the Pants, Ashley Deland sits down with Golriz Avery, founder and director of Shaw Media Group, a strategy-first creative agency helping brands grow through powerful storytelling, clear positioning, and results-driven content.With more than two decades of experience in business strategy and brand building, Gol has launched and scaled companies across multiple industries, from interior design and art dealing to national education platforms, beauty products, and wellness brands. Her ventures have grown from a single idea into multi-location businesses across major U.S. cities, reaching tens of thousands of students and clients.But this conversation goes far deeper than entrepreneurship highlights.Gol shares the real, behind-the-scenes experience of scaling businesses quickly, navigating uncertainty, and learning how to lead through moments when the answers are not yet clear.Ashley and Gol explore the evolution that many founders go through, from solopreneur to CEO and the mindset shifts required to sustain growth while protecting your creativity, relationships, and personal well-being.They also dive into the importance of surrounding yourself with trusted advisors and community, especially in an era where many entrepreneurs are turning to artificial intelligence instead of real mentorship and lived experience.Throughout the conversation, Gol introduces the philosophy she now lives by “pockets of joy.” A mindset rooted in finding small, meaningful moments of positivity even during the most demanding seasons of building a company.Because success, when built without joy, can become incredibly heavy to carry.This episode is for the founder who is building multiple things at once, navigating complexity, and searching for a way to grow a business while still staying connected to the life they want to live.In this episode, you’ll learn:• How Gol Avery scaled an education company from one location to twelve across the United States• What it really feels like to build and lead businesses through uncertainty• The importance of building a personal board of advisors and learning from other founders• Why relying solely on AI for business decisions can limit growth and perspective• The transition from service-based businesses to product-based brands• How “pockets of joy” can help founders stay grounded during intense seasons of growthBy the end of this conversation, you’ll walk away with a clearer understanding of what it truly takes to build companies that are not only successful but sustainable.Meet Golriz AveryGolriz Avery is the founder and director of Shaw Media Group, a strategy-first content and creative agency focused on building brands that resonate emotionally and strategically with their audiences.With more than 20 years of experience in entrepreneurship, Gol has launched and scaled multiple ventures across industries including design, beauty education, wellness, and media.She previously founded Glam Lab, a nationally recognized makeup education company that expanded to multiple cities across the United States within just 18 months, and later launched product and wellness brands including My Organic Doctor, inspired by ancient Persian medicine and adaptogenic wellness practices.Gol’s work blends strategy, storytelling, and human-centered brand development, helping founders build companies that connect deeply with their audiences while maintaining the soul of the brand.Connect with GolInstagram: https://www.instagram.com/golrizdesigngroup/Shaw Media Group: https://shawmediagroup.coMy Organic Doctor: https://myorganicdoctor.comContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Beyond Hustle: The Strategy Successful Founders Often Miss with Kelly O’Neil

2026-05-1242:17

Many entrepreneurs believe that if they work harder, launch more offers, or follow the next marketing tactic, growth will eventually break through.But what happens when the business keeps growing… and yet everything still feels heavier to run?In this episode of She Wears the Pants, Ashley Deland sits down with futurist, strategist, and Phoenix Growth Partners founder Kelly O’Neil to explore the hidden reason so many visionary entrepreneurs stall, something Kelly calls The Strategy Gap™.This conversation moves beyond surface-level business advice and into the deeper structural realities of scaling a company. Kelly shares why hustle culture, scattered tactics, and blueprint-style business models often create short-term wins but long-term ceilings.With more than 30 years of experience and $750 million in client results, Kelly has built her career helping founders redesign their businesses through Intelligent Growth Architecture™ a strategic framework that replaces chaos with clarity and builds companies designed to scale, sell, and sustain over time.Together, Ashley and Kelly unpack the difference between building a business that simply generates revenue and building one that is strategically engineered for longevity, alignment, and freedom.This episode is for the founder who has already achieved traction but senses that the next level will require deeper structure, clearer strategy, and a new way of thinking about growth.In this episode, you’ll learn:• What The Strategy Gap™ is and why even highly successful entrepreneurs fall into it• The difference between strategy and tactics — and why confusing the two stalls growth• Why hustle culture and marketing hacks often create short-term momentum but long-term instability• The warning signs that your business is scaling on tactics rather than strategy• Why so many entrepreneurs plateau around the seven-figure level• How to design a company that is scalable, sellable, and sustainableKelly also shares the philosophy behind her proprietary frameworks — including Fusion Paradigm™, FusionCore™, ProfitCore™, PartnerCore™ and Marketing to Millionaires™ and how they help visionary founders close the gap between bold vision and precise execution.If you’ve ever felt the tension between growing revenue and growing complexity, this conversation will help you rethink how sustainable businesses are actually built.Meet Kelly O’NeilKelly O’Neil is a futurist, thought leader, and founder of Phoenix Growth Partners, an advisory firm helping established entrepreneurs scale, sell, and sustain their businesses with precision.A master of business reinvention, Kelly created Intelligent Growth Architecture™, a strategic framework designed to replace hustle with clarity, structure, and freedom.Through her proprietary systems including Fusion Paradigm™, FusionCore™, ProfitCore™, PartnerCore™, and Marketing to Millionaires™ — she helps visionary leaders design scalable, sellable, and legacy-ready businesses.With over 30 years of experience and $750 million in client results, Kelly’s work has been featured in Forbes, Entrepreneur, Fortune, and The Wall Street Journal, and she has shared stages with industry icons including Zig Ziglar and Tony Robbins.Her mission is to redefine entrepreneurship for a new era — one built on alignment, innovation, and intelligent design.Connect with KellyInstagramhttps://www.instagram.com/officialkellyoneil/Facebookhttps://www.facebook.com/KellyONeilOfficialLinkedInhttps://www.linkedin.com/in/officialkellyoneil/YouTubehttps://www.youtube.com/@KellyONeilFree Gift for ListenersKelly is offering She Wears the Pants listeners a complimentary resource:The Strategy Gap White PaperWhy Most Visionary Entrepreneurs Hit a Growth Ceiling — and What To Do About ItIn this guide, Kelly breaks down the hidden disconnect between big ideas and strategic execution — and reveals how founders can close the gap to build businesses that scale intelligently and give them their lives back.Download it here:https://thestrategygapwhitepaper.com/thestrategygap?am_id=ashleydelandContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

The Confidence Myth Every Founder Must Unlearn

2026-05-0510:45

Confidence was never meant to come from winning.It’s revealed in how you move when things don’t.In today’s solo episode of She Wears the Pants, Ashley Deland reframes one of the most misunderstood elements of entrepreneurship: confidence. This is a conversation about identity, emotional regulation, and the internal stability required to lead when outcomes feel uncertain.Because every founder will experience seasons where things don’t land, and in those moments, the question isn’t whether you’re capable. It’s whether your confidence is built on results… or something deeper.If you’re navigating a slower season, recalibrating your strategy, or stepping into a new level of leadership, this episode will anchor you back into process, mastery, and self-trust, so your leadership remains steady, regardless of outcome.In this episode, Ashley shares how to:• Separate confidence from outcomes so your leadership stays stable in every season• Develop a process-led mindset rooted in preparation, discipline, and mastery• Apply the “next play” mentality to move through setbacks with speed and clarity• Strengthen emotional regulation so you can lead through uncertainty without collapsing• Revisit and refine foundational business skills that build long-term authority• Anchor into self-worth as the foundation beneath confidence and performanceBy the end, you’ll walk away with a recalibrated understanding of confidence; one that allows you to lead with steadiness, refine with precision, and continue building without questioning your identity.If you’ve been in a season where things feel slower, heavier, or uncertain… let this be your reminder:confidence is built in the continuation.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

The Identity of a Millionaire: Becoming the Woman Who Can Hold More with Danielle Amos

2026-04-2832:24

The identity of a millionaire is built long before the money arrives.In this episode of She Wears the Pants, Ashley Deland is joined by Danielle Amos,  The Mystic Millionaire Mentor, for a conversation on self-image, energetic mastery, and the inner recalibration required to hold greater wealth, leadership, and expansion with integrity.A protégé of Bob Proctor, Danielle weaves ancient wisdom, mindset science, and Universal Law to help ambitious women transcend limitation, embody abundance, and create prosperity from the inside out. Together, Ashley and Danielle explore what happens when you stop chasing outcomes and begin becoming the woman who can sustain them.If you’re a founder navigating growth, visibility, and the responsibility that comes with your next level, this episode will meet you at the source and remind you that true wealth begins within.In this episode, you’ll learn how to:Strengthen your self-image so your results have room to risePractice radical responsibility as a leadership advantageUnderstand money as energy and build conscious wealth from alignmentUpgrade your internal paradigm so your external reality can followExpand your capacity to hold more without losing yourself in the processBy the end, you’ll walk away with a sharper understanding of how self-image drives success and the identity shifts that create lasting prosperity.Meet Danielle AmosDanielle Amos, The Mystic Millionaire Mentor, is a transformational teacher and guide for ambitious women ready to awaken their divine potential and live in alignment with Universal Law. A protégé of Bob Proctor, Danielle weaves ancient wisdom, energetic mastery, and mindset science to help women transcend limitation, embody abundance, and manifest extraordinary lives with grace, purpose, and power.Through her signature teachings and global movement, Danielle reminds her community that abundance is their birthright and that true wealth begins within. Her work is a fusion of the mystical and the practical, where spirituality meets self-image, and energetic alignment becomes the foundation for lasting prosperity.Find Danielle Instagram: @thedanielleamos Website: danielleamos.co YouTube: @thedanielleamos Free Facebook Community (Mastering Your Mindset): Mastering Your Mindset with DanielleContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Build a Business That Can Hold You

2026-04-2119:38

Success isn’t just about what you build — it’s about whether what you’ve built can hold the woman you’ve become.In today’s solo episode of She Wears the Pants, Ashley Deland dives into the shift that happens after a woman proves she can build — when the question is no longer how to generate revenue, but whether the business itself is designed to support her life, her energy, and her evolution. Before sustainable success, there is alignment. This is the work no one sees, but everyone feels — and it’s the work that determines the level you can hold.If you’re a woman navigating growth, expansion, or stepping into a higher level of leadership, this conversation will help you recalibrate your structure, reconnect to your purpose, and lead in a way that supports the life you’re here to live.In this episode, Ashley shares how to:• Understand how growth without aligned structure quietly leads to pressure, not freedom• Recognize when your business no longer reflects the woman you’ve become• Identify the difference between building from service versus operating from transaction• Apply the practice of “touching the dream” to reconnect with your deeper why• Strengthen your capacity to hold success without sacrificing your energy or life• Anchor into a leadership identity that evolves your business as you evolveBy the end, you’ll walk away with a deeper sense of clarity around what your business is meant to support — and who you’re becoming as you lead it. If you’re standing at the edge of your next level, let this be your reminder: the business is meant to expand your life, not quietly contain it.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Build With Them, Not For Them: The Power of Creating in Public with Kacia Ghetmiri

2026-04-1442:24

Success doesn’t come from trying to impress everyone.It comes from finding your people and building with them in real time.In this episode of She Wears the Pants, Ashley Deland sits down with entrepreneur, real estate investor, and EmpowerHER podcast host Kacia Ghetmiri for an honest conversation about building businesses through authenticity, transparency, and community.Kacia is known for creating one of the most relatable personal development podcasts for women, reaching more than 11 million downloads by speaking openly about entrepreneurship, identity, and growth in real time. Rather than positioning herself as someone who has everything figured out, she built her platform by inviting women to figure it out alongside her.Together, Ashley and Kacia explore what happens when you stop chasing external validation and start building a business that reflects who you actually are.From stepping away from a six-figure corporate career at Google to building multiple businesses, scaling a real estate investment portfolio with her husband, and navigating motherhood while evolving as an entrepreneur, Kacia shares the real lessons behind sustainable growth.This conversation is for the woman who is building something meaningful and wants to do it without performing, posturing, or pretending to have it all figured out.In this episode, we explore:• Why finding “your people” is the foundation of a powerful personal brand• The strategy and psychology behind building in public• How external validation and vanity metrics quietly limit growth• The difference between authentic leadership and performative authority• Pivoting your business when the version of you who built it begins to evolve• Creating wealth and freedom through real estate investingKacia also shares her perspective on motherhood, entrepreneurship, and why honoring the season you’re in is essential for long-term fulfillment.If you’ve ever felt the tension between the version of success you built and the one you’re evolving toward, this episode will remind you that growth often requires letting go of the way things used to work.Because the most powerful businesses are built by women who are willing to evolve.Meet Kacia GhetmiriKacia Ghetmiri is an entrepreneur, speaker, real estate investor, and host of the top-ranked EmpowerHER Podcast, a community-driven show focused on personal growth, business, and mindset that has reached over 11 million downloads worldwide.After leaving a six-figure corporate career at Google, Kacia built multiple businesses helping women launch podcasts, create community-driven brands, and step into entrepreneurship. She now focuses on real estate investing and helping high-income professionals create financial freedom through strategic property investments.Her mission is to empower women to build lives and businesses that align with who they truly are.Connect with KaciaInstagram: https://www.instagram.com/kacia.ghetmiri/Podcast: EmpowerHER PodcastContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

SXSW Reflections & Lessons From Rooms of Power

2026-04-0719:29

The room you sit in will always shape the size of the dream you allow yourself to carry.In today’s solo episode of She Wears the Pants, Ashley Deland takes you inside her recent experience at South by Southwest in Austin — and more importantly, into the internal shift that followed. This is a conversation about proximity, energy, and the unseen ways environments expand or contract your vision as a founder. Before scale becomes reality, there is a shift in what you believe is possible — and that shift is often shaped by the rooms you choose to enter.If you’re a woman navigating growth, stepping into bigger spaces, or feeling the pull toward your next level, this episode will help you recalibrate your environment, your energy, and the way you approach expansion — so you can hold more without shrinking your vision.In this episode, Ashley shares how to:• Understand how environment shapes vision, standards, and the scale you allow yourself to pursue• Recognize when you’ve outgrown the rooms, conversations, and thinking you’ve been operating inside• Identify the difference between transactional networking and aligned, long-term relationship building• Apply a more expansive lens to your ideas by surrounding yourself with audacity-led thinking• Strengthen your capacity to hold both ambition and joy as you build and scale• Anchor into a leadership identity that expands possibility instead of unconsciously limiting itBy the end, you’ll walk away with a deeper awareness of how proximity, energy, and environment influence your leadership — and a renewed sense of what is available to you when you place yourself in rooms that expand your thinking. If you’ve been feeling the edges of your next level, let this be your reminder: sometimes the shift you’re searching for is found in the spaces you choose to step into.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Who You Have to Become to Build What You’re Here to Build with Alli Webb

2026-03-2437:32

You don’t need permission to build what you’re here to build…You need the courage to trust yourself.In this episode of She Wears the Pants, Ashley Deland is joined by Alli Webb, New York Times bestselling author, beauty industry pioneer, Shark Tank guest and the founder who turned one simple idea, blowouts only, into Drybar, a category-defining brand. Together, they unpack what it really takes for a high-growth woman to build something iconic, lead at scale, and evolve without losing herself in the process.This conversation goes beyond the highlights. Alli shares why she doesn’t operate from fear, what she had to change about her leadership as the company grew, and what it looks like to release a business when the startup season ends, especially as life gets heavy behind the scenes.If you’re a woman building in real time, balancing ambition, identity, leadership, and the emotional cost of growth, this episode will help you refine your inner compass, strengthen your standards, and lead with more self-trust than noise.In this episode, you’ll learn how to:Trust your instinct as your most reliable leadership tool, and move without needing permissionLead people with clarity and steadiness as your company scalesRecognize when a season has ended, and exit with integrity rather than guiltSeparate your identity from outcomes so success never becomes your only source of safetyBuild what’s next from self-knowledge, not external expectationBy the end, you’ll walk away with a clearer understanding of the woman you’re becoming, and the internal leadership required to build what lasts.Meet AlliAlli Webb is a serial entrepreneur, New York Times bestselling author, Shark Tank guest judge, and beauty industry pioneer. She is the founder of Drybar and the creator of Messy, a haircare line designed to support healthy, lived-in texture and a more freeing relationship with beauty.Website: itsmessy.comInstagram: @alliwebbContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Protecting Your Peace

2026-03-1713:28

Protecting Your PeaceThe Most Powerful Business Skill You Will Ever DevelopYour peace isn’t something you stumble into. It’s an asset you protect.In this solo episode of She Wears the Pants, Ashley Deland names a truth high-achieving women are rarely taught: protecting your peace is one of the highest forms of leadership and one of the most profitable business skills you will ever develop.Not in the surface-level “self-care” way.In the real, grounded, CEO way.Because the truth is: peace doesn’t just get stolen.We hand access to it - quietly, accidentally, and long before we realize we’ve started building from depletion instead of clarity.If you’re the woman everyone comes to - the one who holds everything together, carries the vision, puts out the fires, supports everyone, and still shows up to lead, this episode will help you identify where your peace is leaking and rebuild the standards that protect your emotional world.In this episode, Ashley shares how to:Understand why peace is the environment your highest self requires to operate at her bestRecognize the subtle “peace leaks” — softened boundaries, over-accommodating, normalized dysfunction, emotional over-accessIdentify when people in your business (clients or team) no longer align with the caliber and culture you’re buildingProtect your company’s internal temperature by becoming “slow to hire and quick to fire” with clarity, not guiltSeparate external triggers from internal control so your emotional state stops being dictated by tone, urgency, or other people’s chaosAnchor into high-worth leadership — grace, gratitude, and generosity — without sacrificing standards, boundaries, or self-respectAshley also shares a personal behind-the-scenes leadership lesson from early 2024 that redefined how she hires, leads, and protects the culture inside her brands and why what you tolerate quietly becomes what you live inside.By the end of this episode, you’ll walk away with stronger discernment, cleaner boundaries, and a clearer standard for who and what gets access to you,  because when your peace & power is intact.You don’t have the luxury of leaking peace anymore.Not at the level you’re called to lead.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

The Real Work of Being Seen: Authority, Identity, and Earned Visibility with Rebecca Cafiero

2026-03-1055:35

Visibility is no longer optional. It’s a leadership skill.In this episode of She Wears the Pants, Ashley Deland is joined by Rebecca Cafiero, visibility strategist, PR expert, bestselling author, TEDx speaker, and Co-founder of PitchWell, a next-generation visibility platform helping founders earn credibility, get featured, and build authority with intention and structure.Together, they explore what it truly means to be seen as a woman in leadership and why visibility is less about chasing attention and more about owning voice, credibility, and identity. This conversation reframes PR as a discipline of leadership and positions earned media as a strategic asset for founders building legacy, not noise.If you’re a woman building something meaningful and feeling the tension between being capable and being visible, this episode will recalibrate how you approach exposure, authority, and influence.In this episode, you’ll learn how to:Shift visibility from a hope into a repeatable leadership practiceRelease outdated beliefs about PR that keep founders small and hiddenBuild credibility that leads to real opportunity rather than vanity metricsStrengthen your relationship with being seen as your leadership expandsApproach technology and platforms as tools for authority, not shortcuts to validationBy the end of this conversation, you’ll walk away with a clearer understanding of how to lead from your voice, position your expertise with confidence, and build visibility that supports the future you are creating.Meet RebeccaRebecca Cafiero is a visibility strategist, PR expert, bestselling author, TEDx speaker, and Co-founder of PitchWell. Through her work, she helps founders, CEOs, and experts earn media, build authority, and establish credibility through systems that make visibility intentional, accessible, and sustainable.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

Lead Your Business Like a Woman Who’s Already Won: Identity-Led Execution

2026-03-0317:50

Lead Your Business Like a Woman Who’s Already WonIdentity-Led ExecutionYou don’t rise into your next level through effort. You rise through alignment.In this solo episode of She Wears the Pants, Ashley Deland takes you into identity-led execution - the leadership standard that separates women who stay stuck in “trying” from women who move like they’ve already become the one who can hold what they’re asking for.This isn’t about working harder, pushing more, or forcing yourself into hustle disguised as ambition.It’s about leading your business like a woman who has already won,  not because the evidence is here, but because her identity is.If you’re a high-growth woman who knows she’s meant for more but keeps waiting for the fear to settle, the pressure to lift, or life to feel less full before you lead differently, this episode will bring you back to the truth:You don’t become her when it gets easier.You become her by choosing her now.In this episode, Ashley shares how to:Understand what identity-led execution actually is and why alignment creates more momentum than effort ever willAudit your day with honesty and recognize whether your life reflects alignment or avoidanceCreate one powerful CEO block each week to lead your money, your priorities, and your pipeline like the company you’re building towardMake clean, identity-based decisions without over-explaining, apologizing, or delaying what you already knowMeasure progress by inputs: consistency, capacity, standards, and integrity - not just outcomesAnchor into the spiritual and strategic truth of your next level: the woman who can hold it already exists, and you meet her in your daily leadershipAshley also walks you through what identity-led execution looks like in real life: the micro-choices that shape your boundaries, your standards, and your calendar, long before the world sees the results.By the end of this episode, you’ll walk away with clearer internal leadership, cleaner decision-making, and a tangible way to structure your days like a woman who is no longer negotiating with her next level.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.

From Burnout to Big Money: The Inner Work Behind High-Ticket Success with Stef Skye

2026-02-2431:41

Strategy builds businesses. Regulation builds sustainability.In this episode of She Wears the Pants, Ashley Deland is joined by Stefanie Willis, also known as Stef Skye, a high-ticket sales coach, business strategist, and founder of a seven-figure empire built completely from the ground up. Together, they unpack what it really takes for a high-growth woman to move beyond burnout, regulate her nervous system, and build wealth that actually feels sustainable.This conversation goes far beyond sales tactics and strategy. Stef shares her unfiltered journey from low-ticket MLM burnout and corporate survival mode to becoming a woman who can hold money, power, and impact without self-sabotage.If you’re a woman who feels called to more but knows something internal needs to shift before your next level arrives, this conversation will help you close the gap between strategy and self.In this episode, you’ll learn how to:Transition from low-ticket burnout into high-ticket leadership with integrityRegulate your nervous system so you can hold more money without fear or self-sabotageRebuild self-trust after burnout, guilt, and stepping away from visibilitySeparate your worth from your revenue so wealth stops feeling heavyBecome the woman who can sustain success, not just create itBy the end, you’ll walk away with a clearer understanding of who you need to become in order to hold the wealth, impact, and freedom you’re building toward.Meet StefStefanie Willis, known online as Stef Skye, is a high-ticket sales coach, business strategist, podcast host, and seven-figure entrepreneur. Through her coaching programs and signature sales systems, she helps ambitious women transition out of low-ticket burnout and corporate survival mode into profitable, regulated, high-power entrepreneurship.She is the host of the Call Her Coach podcast, where she explores identity, nervous system regulation, wealth, and leadership for modern women in business.Website: https://callhercoachpodcast.comInstagram: @stefskyeContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

Emotional Mastery for CEOs: Leading Yourself When Everything Is on the Line

2026-02-1717:36

Emotional Mastery for CEOsLeading Yourself When Everything Is on the LineWhen the pressure rises, your identity isn’t proven by what you feel - it’s proven by how you lead.In this solo episode of She Wears the Pants, Ashley Deland takes you into the internal leadership that determines everything at the next level: emotional mastery. Not the soft, surface-level version. The real kind - the ability to regulate yourself in high-stakes moments, make clean decisions under pressure, and stay anchored in who you are when everything around you is shifting.You can have the right strategy.The right offer.The right mentorship.The right opportunities.But if you cannot lead yourself in the moments that matter most, your business will never move the way it could.If you’re a high-growth woman stepping into bigger rooms, heavier decisions, and higher visibility and you’re realizing that your internal state is now the bottleneck - this episode will help you build the emotional baseline required to rise with precision, not panic.In this episode, Ashley shares how to:Understand why your external results are always downstream of your internal environmentRecognize the difference between emotional maturity and emotional avoidance and why one builds powerStrengthen your ability to regulate your nervous system so you respond instead of reactCreate emotional neutrality in decision-making so clarity leads instead of chaosProtect your self-definition when doubt, projection, conflict, or misunderstanding tries to pull you off centerAnchor into identity-led leadership that stays solid even when everything is on the lineAshley also shares behind-the-scenes lessons from a season of intense pressure and high-stakes decision-making and the truth most women aren’t taught: leadership isn’t built in what you want to do. It’s built in what you choose to do.By the end of this episode, you’ll walk away with a steadier internal posture, clearer standards for how you lead, and a practical framework for emotional mastery that strengthens your business, your boundaries, and your capacity to hold more.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

The Truth About Building, Losing, and Rebuilding Everything with Jaclynn Brennan

2026-02-1040:34

The women who scale the highest aren’t the most confident. They’re the ones who’ve learned how to trust themselves after everything falls apart.In this episode of She Wears the Pants, Ashley Deland is joined by Jaclynn “Jax” Brennan, founder and CEO of Creative Duality and co-founder of the Ayana Foundation. Together, they unpack what it really takes for a high-growth woman to build companies, communities, and impact without losing herself in the process.This is a raw, honest conversation about ambition, burnout, partnership breakdowns, identity loss, and the power of rebuilding from the ground up. Jax shares what social media never shows, the lessons learned from failed ventures and legal battles, and how self-trust becomes the most important currency as you scale.If you’re a woman navigating expansion, leadership, and the emotional cost of building something meaningful, this conversation will help you recalibrate your standards, trust your intuition, and build support systems that actually hold you.In this episode, you’ll learn how to:Build internal self-trust so your intuition becomes a reliable leadership toolNavigate partnerships, operating agreements, and red flags before they cost you everythingRecover from burnout without shame and rebuild your life and business sustainablyCreate a personal “life board of directors” to support both your ambition and your humanitySeparate identity from your business so setbacks don’t dismantle your sense of selfBy the end, you’ll walk away with a clearer understanding of what it really takes to lead, rebuild, and rise into the woman your next level requires.Meet JaxJaclynn “Jax” Brennan is the founder and CEO of Creative Duality, a next-generation brand and community agency working with global leaders like YouTube, Soho House, Bumble, and UBS. She specializes in creator-led ecosystems, immersive activations, and narrative-driven campaigns that turn brands into movements.She is also the co-founder and executive director of the Ayana Foundation, a nonprofit supporting first-time women founders building venture-scalable businesses through mentorship, resources, and community.Website: www.creativeduality.comInstagram: @jaclynnbrennanFoundation: www.ayana.orgContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

The Identity Architecture Behind Extraordinary Women

2026-02-0314:53

The Identity Architecture Behind Extraordinary WomenWhy Belief Is the Infrastructure of Your Next LevelYour vision isn’t too big — your beliefs just haven’t caught up yet.In this solo episode of She Wears the Pants, Ashley Deland takes you into the unseen architecture that determines how much success, visibility, and responsibility you’re actually able to hold.This is not a mindset conversation, it’s an identity conversation about self-trust, internal leadership, and the beliefs that quietly shape every decision you make.You can have the strategy.You can have the plan.You can have the opportunity.But if you don’t trust the woman executing it, the entire structure becomes unstable.If you’re a high-growth woman who knows she’s capable of more - yet feels a subtle hesitation between vision and execution - this episode will help you close the gap between who you’re building for and who you’re currently leading as.In this episode, Ashley shares how to:Understand why beliefs function as infrastructureRecognize the difference between intellectual confidence and embodied self-trustIdentify the three internal voices shaping your decisions: the Architect, the Analyst, and the AuditorRebuild belief through identity-backed patterns instead of surface-level motivationStrengthen the three layers of belief required for sustainable leadership: belief in self, belief in process, and belief in assignmentAnchor into internal leadership that allows your strategy, visibility, and opportunities to finally stabilizeAshley also names the cost of uncalibrated belief: hesitation, shrinking, over-functioning, and building momentum your identity doesn’t yet feel safe holding and why self-trust is not a personality trait, but a pattern built in the smallest moments when no one is watching.By the end of this episode, you’ll walk away with a deeper understanding of the beliefs you’re currently operating from, clarity around what must be reconfigured, and a grounded sense of the woman you’re becoming — one who can finally rely on herself at the level she’s calling in.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

Feeling Strong and Nourished While Scaling Big Dreams with Leah Van Dolder

2026-01-2733:28

Your body is not a side project. It’s the infrastructure of your next level.In this episode of She Wears the Pants, Ashley Deland is joined by Leah Van Dolder, award-winning dietitian, transformation coach, and top 10% podcast host. Together, they unpack what it really takes for a high-growth woman to feel strong, nourished, and deeply connected to her body while she builds a business that matches her calling.If you’re a woman who refuses to choose between ambition and well-being, this conversation will help you reclaim your energy as a leadership advantage - not a cost of success.In this episode, you’ll learn how to:Shift from toxic diet culture into sustainable nourishment that supports your goalsReframe movement as self-leadership, not punishment — and build consistency without burnoutApply Leah’s SHINE framework to strengthen habits that protect your energy and confidenceAnchor your identity and faith through fear, pressure, and uncertainty so you don’t abandon yourself in the processLead your life and business with standards that honor both your calling and your bodyBy the end, you’ll walk away with a clearer understanding of how to support your energy, strengthen your self-trust, and build success that actually feels good on the inside.Meet LeahLeah Van Dolder is an award-winning dietitian, transformation coach, and top 10% podcast host. With over 15 years of experience, she helps ambitious women dismantle toxic diet culture, elevate their strength and confidence, and reconnect to their bodies through integrative, identity-led nourishment.Website: leahvandolder.comInstagram: @leahvandolderLeah is also co-hosting the Bold Retreat in Costa Rica (February 14–20, 2026) — an immersive experience for women ready to reconnect with their bodies, deepen their leadership, and expand their vision in one of the most powerful environments on earth. Learn more here: https://www.shirleewilliams.com/bold-retreatContinue the Work with Ashley Step into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

The Woman Before the Win: Becoming Her Before the Results Arrive

2026-01-2013:21

The Woman Before the WinBecoming Her Before the Results ArriveYou don’t become her at the win.You become her long before the win ever arrives.In this solo episode of She Wears the Pants, Ashley Deland takes you into the most misunderstood, and most critical phase of leadership: the becoming. Not the applause. Not the breakthrough. Not the moment the evidence finally shows up. But the quiet, unglamorous, unseen middle where identity is forged long before results arrive.Before confidence comes proof.Before validation comes discipline.Before outcomes come identity.If you’re a high-growth woman who feels like she’s doing everything “right” but hasn’t yet seen the external confirmation - this conversation will anchor you into the truth that changes everything: You are not behind. You are being built.In this episode, Ashley shares how to:Understand why becoming matters more than arriving — and why the win cannot shape you if the woman isn’t built firstRecognize the identity work happening in the silent seasons when nothing seems to be moving externallyIdentify the difference between desire-led action and identity-led leadershipRelease the pressure to rush the process, bypass the middle, or perform confidence before it’s embodiedStrengthen the private standards, discipline, and self-leadership that create sustainable successAnchor into the future identity that makes the win inevitable — and sustainableAshley also speaks candidly about the loneliness, uncertainty, and internal recalibration required when you’re evolving faster than your life can keep up and why those seasons are not a detour, but the assignment.By the end of this episode, you’ll walk away with a deeper trust in who you’re becoming, renewed commitment to your process, and clarity around the identity that must be built before the results can safely arrive.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power. → https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth. → https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram. → https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

Faith, Resilience, and Aligned Business with Paula Stachyra

2026-01-1337:28

Burnout isn’t a badge of honour. It’s a signal — and it’s asking you to lead differently.In this episode of She Wears the Pants, Ashley Deland is joined by Paula Stachyra, PR powerhouse, media personality, bestselling author, and high-performance coach. Together, they unpack what it really takes for a high-growth woman to build success without self-abandonment and to protect her peace while still leading at the highest level.If you’re a woman who is carrying a lot, building something meaningful, and quietly feeling the cost of constant output, this conversation will help you recalibrate before your body forces the pause.In this episode, you’ll learn how to:Recognize burnout early — before it takes you out emotionally, mentally, or physicallyRebuild your energy without diluting your ambition or lowering your standardsAddress imposter syndrome at the level it truly lives — identity, visibility, and leadershipCreate success rooted in service, community, and sustainability instead of pressure and overperformanceUse faith as an anchor for resilience and direction when leadership feels heavyBy the end, you’ll walk away with a clearer understanding of how to lead from alignment, protect your internal world, and build success that doesn’t require you to sacrifice yourself to sustain it.Meet PaulaPaula Stachyra is a PR powerhouse, media personality, bestselling author, and high-performance coach. Through her work, she helps high-capacity women lead with clarity, build resilience, and create sustainable success without burnout - so their ambition is supported by alignment, not chaos.Website: www.paulastachyra.comInstagram: @queenofthegrillContinue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

Becoming the Woman Who Can Hold It: The Identity Work Required for Your 2026 Vision

2026-01-0619:08

Becoming the Woman Who Can Hold ItThe Identity Work Required for Your 2026 VisionBefore you set another goal, you have to become the woman who can hold it.In this solo episode of She Wears the Pants, Ashley Deland goes deep into the identity work required to lead at your next level.Not strategy.Not hype.Not performative motivation.But the internal calibration that determines how much responsibility, visibility, money, and calling you’re actually able to sustain.Before the breakthrough, there is a becoming.And before the results, there is identity.If you’re a high-growth woman entering a season that feels bigger, heavier, or more demanding than anything you’ve held before, this conversation will help you anchor into the version of yourself capable of carrying it without collapsing, shrinking, or outsourcing your power.In this episode, Ashley shares how to:Understand why your business can never outgrow the identity of the woman leading itRecognize when you’re performing a version of yourself designed for a chapter you’ve already outgrownIdentify the difference between readiness as mindset and refinement as identity-level workRelease survival-based identities built from scarcity, self-protection, and over-explainingApply internal standards that align your decisions, boundaries, and leadership with your future selfAnchor into the woman who protects her assignment instead of proving her worthAshley also shares a deeply personal behind-the-scenes season — a year that looked like momentum on the outside, but felt like dismantling, loneliness, and identity shedding on the inside and why what felt like unraveling was actually preparation.By the end of this episode, you’ll walk away with a grounded understanding of who you’re becoming, what you must release to rise, and the internal congruence required to hold what you’re calling in next.Continue the Work with AshleyStep into your next level: Explore Private Advisory, high-touch strategic partnership, and fractional leadership support for women scaling with precision and power.→ https://ashleydeland.com/inquireExperience a full-business transformation in one weekend: Apply for Ashley’s Executive VIP Experience — an immersive, in-person strategic overhaul designed to collapse timelines and accelerate growth.→ https://ashleydeland.com/inquireStay in proximity: For daily strategy, identity expansion, and behind-the-scenes insight, connect with Ashley on Instagram.→ https://www.instagram.com/ashleydeland/She Wears the Pants is where high-growth women come to build companies that match their calling. If this episode resonated, follow, rate, and review so more women can find these conversations.Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

Stop Waiting & Start Creating with Katie Sampayo

2025-12-3036:07

What if success wasn’t about fitting into someone else’s box? What if it’s about building a life that’s entirely your own?On this episode of She Wears the Pants, Ashley sits down with Katie Sampayo, a transformational coach, elite strategist, bestselling author, and retreat leader, who has been fully nomadic since 2018, running her business everywhere from the beaches of Costa Rica to the backcountry of Utah.Katie helps entrepreneurs and high-achievers redesign their lives so they don’t just look good on paper, but actually feel aligned, fulfilling, and free. She’s living proof that freedom and success aren’t separate paths. They are one and the same.In this powerful conversation, Ashley and Katie dive into:Katie’s journey from corporate marketing to global entrepreneur and retreat leaderWhy waiting for the “perfect moment” will keep you stuck, and how to build your own table insteadThe importance of identity shifts when scaling a business and life you actually wantHow limiting beliefs around love and money are deeply connected, and what to do about itThe surprising role that simplicity and boundaries play in sustaining successKatie’s “flex week” practice that allows her to scale while staying grounded, creative, and energizedKatie’s story is a masterclass in courage, alignment, and intentional design. If you’ve ever felt like you were waiting for permission to start living the life you want, this episode is your reminder to stop waiting and start creating.Learn more about our guest:With over nine years of global experience and through dozens of retreats and coaching sessions, Katie Sampayo has empowered hundreds of high-achieving women to achieve deep fulfillment and lasting success.Website: https://katiesampayo.com/Instagram: https://www.instagram.com/katiesampayo/Remember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

Neuromarketing, Cash Flow, and CEO Power with Elena Daccus

2025-12-2331:03

What if scaling your business didn’t mean working harder, but working smarter?In this episode of She Wears the Pants, Ashley is joined by Elena Daccus who is one of the world’s leading neuromarketing and high-ticket positioning strategists, who has bought and sold more than 50 companies worth over $10 billion.Elena is the quiet force behind hundreds of multi-six and seven-figure brands, teaching women how to simplify their business, sharpen their message, and build systems that create predictable sales without burnout.Tune in to hear Ashley and Elena break down:The three biggest blocks women face at six, seven, and eight figuresWhy consistent, predictable cash flow matters more than anything elseHow to step out of being the bottleneck in your own businessThe power of neuromarketing and how it creates instant buying desireWhy asking unapologetically is one of the most powerful tools women can claimElena’s blend of neuroscience, psychology, and strategy is a masterclass in building a scalable, sustainable business model that fuels both income and impact.Learn more about our guest:Elena Daccus is a sought-after strategist, speaker, and mentor who helps women founders scale with precision by combining neuromarketing, infrastructure, and high-converting messaging. Connect with Elena:Instagram: https://www.instagram.com/bossyhillsclubRemember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

Your Work Is Not Your Worth

2025-12-169:07

What happens when your identity is built on achievement, productivity, and performance, and one day, it’s not enough?In this solo episode of She Wears the Pants, Ashley pulls back the curtain on the lie so many women have been sold: that their value lives in how much they can do, achieve, or prove. With raw honesty, she shares her own journey of tying self-worth to success and the breakthrough that changed everything.Tune in to hear Ashley unpack:The hidden conditioning that teaches women to equate productivity with valueWhy success doesn’t heal self-worth (it only distracts you from noticing the gap)The signs you’ve tied your identity to your outputSimple practices to reclaim your worth outside of workSoul-level reminders for the high achiever who’s tired of running on emptyThis isn’t about rejecting ambition. It’s about remembering that you are the value, even when you do nothing at all. If you’ve ever struggled to rest without guilt or measured yourself by metrics and milestones, this episode is your permission slip to reclaim your worth and anchor back into who you are.Remember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

Redefining Financial Power with Christine Labate

2025-12-0933:27

Money isn’t just numbers on a spreadsheet, it’s the story of your business, your beliefs, and your future. In this episode of She Wears the Pants, Ashley sits down with Christine Labate, business finance coach, money strategist, and CEO of Good Measure Finance, to unpack what it really means for women to step into financial leadership.With over a decade of experience leading finance and operations for multi-seven-figure companies, Christine is now on a mission to help entrepreneurs cut through financial chaos, master cash flow, and build businesses that truly support the lives they’re dreaming of.Tune in to hear Ashley and Christine break down:The biggest financial pitfalls at the 5-, 6-, and 7-figure levels (and how to avoid them)Why cash flow is the ultimate measure of successHow money mindset and imprinted beliefs silently shape your bottom lineSimple, actionable steps to take control of your numbers todayWhat wealth really means beyond the bank accountChristine’s work proves that financial literacy isn’t just about survival, it’s about freedom, confidence, and power. If you’ve ever felt like your money was running you instead of the other way around, this episode will change how you see your business forever.Learn more about our guest:Christine Labate is the CEO of Good Measure Finance, where she helps entrepreneurs build profitable, scalable, and sustainable businesses through money coaching, financial strategy, and systems that make sense. She’s the creator of The Vault, a self-study program designed to help founders master cash flow and step into financial clarity.Connect with Christine:Website: https://www.goodmeasurefinance.com/Instagram: https://www.instagram.com/goodmeasurefinanceRemember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

Proximity Is Power: Why the Right Room Changes Everything

2025-12-0211:21

Your next level isn’t built in isolation, it’s built in the right room.In this episode of She Wears the Pants, Ashley shares why proximity isn’t just a concept, but the very catalyst for transformation. From mentorship to sisterhood to spiritual grounding, she reveals the three kinds of proximity every woman needs when building her business and herself.Tune in to hear Ashley break down:Why strategy alone isn’t enough to scale sustainablyThe difference between being in rooms that shrink you vs. expand youThe role of mentorship, sisterhood, and spiritual grounding in successHow proximity reshapes belief systems and identityWhy the “right room” doesn’t just change your business, it changes youIf you’ve been chasing more strategy but craving deeper alignment, this episode is your reminder: stop looking for the next answer, and start looking for the room that calls you higher.Remember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

Ambition, Legacy & Redefining Success with Cait Scudder

2025-11-2537:49

Motherhood isn’t a setback, it’s a superpower.In this episode of She Wears the Pants, Ashley is joined by Cait Scudder, multi-millionaire CEO, TEDx speaker, and founder of The Millionaire Mother. From scaling her empire with three babies under four to pioneering a new paradigm of feminine leadership, Cait is proof that ambition and motherhood are not mutually exclusive.Together, Ashley and Cait dive into:How Cait went from burnt-out teacher to seven-figure CEOWhy she shut down a multi-six-figure mastermind to follow her true visionThe rise of The Millionaire Mother and the matriarch archetypeWhat it means to lead with intuition, audacity, and legacyWhy you never have to choose between motherhood and ambitionCait’s story is a masterclass in reinvention, surrender, and unapologetic ambition. If you’ve ever questioned whether you can do both, this episode is your proof that you were born for both.Learn more about our guest:Cait Scudder is a multi-millionaire entrepreneur, TEDx speaker, and host of The Millionaire Mother Podcast. Through her signature programs and community, she helps ambitious mothers scale their businesses without sacrificing their families or themselves.Website: https://themillionairemother.com/Instagram: https://www.instagram.com/themillionairemother/Remember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

The Woman Before The Win

2025-11-1812:09

Before the world celebrates you, you have to be willing to see yourself.In today’s solo episode, Ashley gets raw about the inner identity work that happens long before the spotlight, the seven-figure milestone, or the stage.With a reality TV debut on the horizon and her voice about to reach audiences around the world, Ashley shares the very real fears of being seen, judged, or misunderstood, and the practices that keep her grounded in who she is before the world tries to define her.Inside this episode, Ashley shares:Why identity must be anchored before results arriveThe difference between shrinking to fit others’ projections and standing firm in self-definitionAshley’s daily rituals for setting identity before emails, meetings, or the world gets accessHow to recognize the nervous-system panic that comes before expansion, and why it’s often the sign you’re on the right pathThe role of embodiment, rhythm, and boundaries in holding success at scaleA powerful identity anchor exercise you can use today to step into the woman you’re becomingThis is not just about business strategy. It’s about who you must become to hold the success you’re building.If you are standing on the edge of something big and your hands are shaking, let this be your reminder: the stretch is the birthplace of your next level.Remember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

From Overdrive to Harmony: Reorienting Your Life and Leadership with Ashleigh C. Henry

2025-11-1131:37

What happens when the version of you that built the business can’t sustain the life you truly want? In this deep, soulful episode, Ashley Deland sits down with Ashleigh C. Henry, speaker, writer, life coach, and creator of Sacred Reorientation, to explore what it means to integrate your ambition with your aliveness.After years of guiding high-achieving women in business, Ashleigh experienced a sacred unraveling that reshaped everything she knew about leadership, grief, and success. Today, she helps women build harmony between achievement and embodiment so they can live a life they can actually inhabit.Inside this episode:The “death of self” and how it signals your next evolutionHow to recognize the symptoms of misalignment before burnout hitsThe truth about performance vs. presence (and why simulation can reveal what’s real)Reclaiming pleasure and how your body reveals where both joy and pain liveWhy women entrepreneurs must create from regulation, not adrenalineThe courage it takes to walk away from external success to create internal freedomAshleigh’s story is a masterclass in sacred reorientation, an invitation to stop performing wholeness and start living it.If this episode resonates, connect with Ashleigh. Enrollment is now open for her next Sacred Reorientation winter cohort beginning February 2026, with $300 off through the end of the year.Learn more about our Guest:Ashleigh C. Henry is a speaker, writer, life coach, and guide for women who are done performing wholeness and are ready to actually live it. She has  spent the last six years helping high-achieving women lead businesses, build legacies, and navigate seasons of identity, leadership, business and life expansion.Website: https://ashleighchenry.com/Instagram: https://www.instagram.com/ashleighchenry/Remember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

From Hustling to Holding: The Mindset of a Masterful CEO

2025-11-0411:32

If you’ve ever found yourself exhausted by the chase, performing instead of leading, or stuck in the cycle of doing more just to prove your worth, this conversation is for you. Ashley shares the mindset shifts that moved her from hustling to holding, from proving to embodying, and from performance to presence.Inside this episode:Why chasing the “next thing” keeps you disconnected from who you already areHow to shift from insecure to integrated so your energy matches your messageThe difference between performance and presence, and why presence creates sustainabilityWhat it really means to “hold” success without burning out or disappearing in the processBecause it isn’t about doing more. It’s about becoming more of yourself; anchored, integrated, present, and powerful.Remember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

You Get to Have It All: Wealth, Joy & Alignment with Jasmin Manke

2025-10-2835:40

What if wealth wasn’t just about money, but about being rich in every area of life?On this episode of She Wears the Pants, Ashley sits down with Jasmin Manke, Forbes 30 Under 30 entrepreneur, 8-figure mentor, international bestselling author, and the visionary behind the HypnoDance Method.Jasmin has built an eight-figure empire in her twenties, manifested a multimillion-dollar home in just three weeks, and helps women around the world create multiple six-figure cash months, all while staying unplugged, aligned, and deeply in flow. She’s not just building wealth, she’s redefining it.In this episode, we dive into:Jasmin’s early entrepreneurial roots and the lessons she learned watching her mother “wear the pants” in businessWhy saying no to misaligned opportunities is the fastest path to authentic successThe power of building wealth from alignment rather than pressureHow the HypnoDance Method combines music, movement, and mentorship to create transformational resultsJasmin’s “relaxed rich” philosophy, and why sustainable wealth is about joy, not sacrificeHer top three takeaways for becoming the woman who can hold the success you’re calling inThis conversation is a powerful reminder that you get to have it all—and that success built on alignment, fun, and flow is not only possible, but inevitable.Learn more about our guest:Jasmin Manke is a 8 Figure Mentor, Forbes 30 u 30 Lister, 1# International Best Selling Author, Speaker. Jasmin helps entrepreneurs get rich in all areas of their life inside the Wealth Being Members Club.Website: https://jasminmanke.com/Instagram: https://www.instagram.com/jasminmankecoaching/ (DM her the word Ashley for a special gift)Remember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

The Real Reason You’re Not Hitting Your Goals

2025-10-2111:12

The real reason you’re not hitting your goals? It’s not discipline. It’s not motivation. It’s foundation.In this solo episode of She Wears the Pants, Ashley pulls back the curtain on why so many ambitious women stay stuck in the gap between vision and results. You’ve made the vision board. You’ve bought the planner. You’ve mapped out the steps. And yet, the needle isn’t moving.The truth? No one ever taught you how to actually anchor your goals into a structure that can hold them. That’s where this episode comes in.Ashley shares the exact five-layer framework she used to scale businesses, restructure time, and build systems that don’t just look good on paper, but actually work in real life.Inside this episode, you’ll discover:Why simplicity is the overlooked strategy that creates clarity and focusHow to build a strategy that aligns with your pace, resources, and season, not what’s trending onlineThe role of structure in turning shaky belief into consistent progressWhy specificity matters if you want your goals to actually landHow scheduling transforms “someday” into a non-negotiable realityThis isn’t about doing more, it’s about doing better. It’s about giving your goals a place to land so you can stop spinning your wheels and start moving with momentum.If you’ve been craving a way to bridge the gap between intention and execution, this episode is your permission slip to rewrite the rules of goal-setting and build a foundation that lasts.Remember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience

The Conversion Queen: Ads, Authenticity & Owning the Room with Jennifer Spivak

2025-10-1426:54

What if the real secret to success isn’t strategy, but radical self-expression?On today’s episode of She Wears the Pants, Ashley is joined by Jennifer Spivak, CEO and founder of The Ad Girls, an all-female Facebook and Instagram advertising agency that’s unapologetically mission-driven and fiercely results-focused. Known as the “Conversion Queen” by Forbes, Jennifer has managed over $25M in ad spend and generated more than $90M in revenue for her clients, all while building a movement rooted in putting more money into the hands of women.From surviving an abusive relationship in her early 20s to becoming one of the most sought-after voices in digital advertising, Jennifer’s story is one of resilience, authenticity, and courage to break every rule that doesn’t serve you.In this powerful conversation, we dive into:How Jennifer turned a painful chapter into her life’s mission of economic empowerment for womenWhy authenticity is her ultimate secret sauce in businessThe evolving landscape of ads and why freebies are no longer the gold standardLeadership lessons from building and scaling an all-female team of 24How to cultivate self-trust, navigate challenges, and create systems that put you in control of your business growthWhat it really takes to hold success, visibility, and impact as a high-performing CEOJennifer’s journey proves there are no rules—only the ones we choose to make.This episode is equal parts strategy and soul. Whether you’re ready to scale with ads or simply need a reminder that you’re allowed to do business your own way, Jennifer’s wisdom will light the fire under you.Learn more about our guest:Jennifer Spivak is the CEO and Founder of The Ad Girls: An all-female Facebook & Instagram advertising agency dedicated to putting more money into the hands of more women. Website: www.theadgirls.comInstagram: https://www.instagram.com/jennspivak/Remember, stay confident, stay focused, and keep wearing those pants with pride.Be sure to rate, review, and subscribe!Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ Schedule a Consultation: https://ashleydeland.com/inquire Mentioned in this episode:VIP Weekend Experiencehttps://ashleydeland.com/vip-weekend-experience