She Wears the Pants

Ashley Deland

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 strategy means nothing if the woman behind it can’t hold it. Continue 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/inquire Experience 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/inquire Stay 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.

  1. 5d ago

    The Rooms That Changed You, and Changed Me

    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 comfortable By 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 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/inquire Experience 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/inquire Stay 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.

  2. Sep 1

    Inside The Room: The Founder Haus

    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 yourself By 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/inquire Continue 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/inquire Experience 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/inquire Stay 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.

  3. Aug 25

    Whatever Makes You Want To Throw Up

    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 becoming By 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 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/inquire Experience 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/inquire Stay 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.

  4. Aug 18

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

    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 alignment By 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 Jaclyn Jaclyn 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: @thejaclynshaw Facebook: Jaclyn Shaw Facebook Free Experience: Get Paid by God Continue 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/inquire Experience 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/inquire Stay 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.

  5. Aug 11

    100 F*cking Episodes

    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 honest One 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 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/inquire Experience 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/inquire Stay 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.

  6. Aug 4

    The Identity Level with Allie Casazza

    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 life By 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 Allie Allie 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 Website Instagram: @allie_thatsme YouTube: Allie Casazza YouTube Facebook: Allie Casazza Facebook Pinterest: Allie Casazza Pinterest Continue 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/inquire Experience 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/inquire Stay 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.

  7. Jul 28

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

    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 health By 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 Taylor Taylor 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: @empactwellness Continue 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/inquire Experience 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/inquire Stay 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.

  8. Jul 21

    When Success Still Feels Empty

    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 sustainable By 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 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/inquire Experience 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/inquire Stay 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.

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About

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 strategy means nothing if the woman behind it can’t hold it. Continue 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/inquire Experience 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/inquire Stay 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.

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