She Wears the Pants

Ashley Deland
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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. 3D AGO

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

    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 it By 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 Stef Stefanie 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.com Instagram: @stefskye 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. → a href="https://www.instagram.com/ashleydeland/" rel="noopener noreferrer"...

    32 min

  2. FEB 17

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

    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 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 line Ashley 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 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. →a...

    18 min

  3. FEB 10

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

    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 self By 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 Jax Jaclynn “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.com Instagram: @jaclynnbrennan Foundation: www.ayana.org 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. → a href="https://ashleydeland.com/inquire" rel="noopener noreferrer"...

    41 min

  4. FEB 3

    The Identity Architecture Behind Extraordinary Women

    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 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 stabilize Ashley 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 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. →a href="https://www.instagram.com/ashleydeland/" rel="noopener...

    15 min

  5. JAN 27

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

    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 body By 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 Leah Leah 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.com Instagram: @leahvandolder Leah 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-retreat 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. → a href="https://www.instagram.com/ashleydeland/"...

    33 min

  6. JAN 20

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

    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, 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 sustainable Ashley 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 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...

    13 min

  7. JAN 13

    Faith, Resilience, and Aligned Business with Paula Stachyra

    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 heavy By 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 Paula Paula 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: @queenofthegrill 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...

    37 min

  8. JAN 13

    Faith, Resilience, and Aligned Business with Paula Stachyra

    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 heavy By 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 Paula Paula 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: @queenofthegrill 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...

    37 min
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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.

Information

  • Creator
    Ashley Deland
  • Years Active
    2024 - 2026
  • Episodes
    80
  • Rating
    Explicit
  • Copyright
    © Copyright 2026 Ashley Deland
  • Show Website
    She Wears the Pants