She Wears the Pants

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. →

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. →a...

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. →

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.→

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. →

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...

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...

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...

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

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

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

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

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

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

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

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

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

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? 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

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