Ashley Deland
She Wears the Pants
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 evolut...
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Episodes
Becoming Impossible to Ignore 07.07.2026 15:30
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...
The Slow Burn That Built a Beautiful Business with Melissa Griffiths 23.06.2026 25:57
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 mont...
This Will Change a Woman’s Life 16.06.2026 14:00
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 t...
What Real Growth Actually Requires with Steph Biegel 09.06.2026 36:27
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 sustai...
Your Next Level Always Requires a New Environment 02.06.2026 14:34
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 smalle...
Building Brands With Soul: Strategy, Storytelling & Scaling Companies with Golriz Avery 26.05.2026 28:51
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 agen...
Beyond Hustle: The Strategy Successful Founders Often Miss with Kelly O’Neil 12.05.2026 42:17
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...
The Confidence Myth Every Founder Must Unlearn 05.05.2026 10:45
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:...
The Identity of a Millionaire: Becoming the Woman Who Can Hold More with Danielle Amos 28.04.2026 32:24
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 wisd...
Build a Business That Can Hold You 21.04.2026 19:38
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. B...
Build With Them, Not For Them: The Power of Creating in Public with Kacia Ghetmiri 14.04.2026 42:24
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 cre...
SXSW Reflections & Lessons From Rooms of Power 07.04.2026 19:29
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...
Who You Have to Become to Build What You’re Here to Build with Alli Webb 24.03.2026 37:32
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 f...
Protecting Your Peace 17.03.2026 13:28
Protecting Your Peace The Most Powerful Business Skill You Will Ever Develop Your 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 develo...
The Real Work of Being Seen: Authority, Identity, and Earned Visibility with Rebecca Cafiero 10.03.2026 55:35
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...
Lead Your Business Like a Woman Who’s Already Won: Identity-Led Execution 03.03.2026 17:50
Lead Your Business Like a Woman Who’s Already Won Identity-Led Execution You 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...
From Burnout to Big Money: The Inner Work Behind High-Ticket Success with Stef Skye 24.02.2026 31:41
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 ne...
Emotional Mastery for CEOs: Leading Yourself When Everything Is on the Line 17.02.2026 17:36
Emotional Mastery for CEOs Leading Yourself When Everything Is on the Line When 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 abi...
The Truth About Building, Losing, and Rebuilding Everything with Jaclynn Brennan 10.02.2026 40:34
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, c...
The Identity Architecture Behind Extraordinary Women 03.02.2026 14:53
The Identity Architecture Behind Extraordinary Women Why Belief Is the Infrastructure of Your Next Level Your 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 conversati...
Feeling Strong and Nourished While Scaling Big Dreams with Leah Van Dolder 27.01.2026 33:28
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 matc...
The Woman Before the Win: Becoming Her Before the Results Arrive 20.01.2026 13:21
The Woman Before the Win Becoming Her Before the Results Arrive You 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, u...
Faith, Resilience, and Aligned Business with Paula Stachyra 13.01.2026 37:28
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 sti...
Becoming the Woman Who Can Hold It: The Identity Work Required for Your 2026 Vision 06.01.2026 19:08
Becoming the Woman Who Can Hold It The Identity Work Required for Your 2026 Vision Before 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 respo...
Stop Waiting & Start Creating with Katie Sampayo 30.12.2025 36:07
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 backco...
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