She Wears the Pants

In this solo episode, Ashley names what most people only whisper about: the anxiety behind high-achieving women who feel stuck. If you’ve ever overthought yourself into paralysis or confused control with confidence, this one’s going to hit deep.

Ashley pulls back the curtain on her own journey with anxiety—not from a diagnosis or a trending reel—but from real life. From the space between ambition and action. From the loop of “what ifs” and the truth that finally set her free: courage is the cure.

Inside this episode, we dig into:

• How anxiety shows up when your intelligence outpaces your courage
• The three hard truths that helped Ashley break the cycle of overthinking
• Why fear in disguise can sound like “research” or “wisdom”
• The simple question that can interrupt your next spiral
• How faith, forward motion, and a little fire can shift everything
• What it really means to lead with bravery, not burnout

This one’s part sermon, part strategy—and 100% permission to move, even if your voice shakes.

If you’ve been stuck in your head, this episode will bring you back to your heart.

You’re not too late.

You’re not too much.

You’re not broken.

You’re just being called to rise—with courage.

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 Experience

https://ashleydeland.com/vip-weekend-experience

How do you become the kind of woman who builds a dream team?

Through radically honest insights and hard-earned wisdom, executive recruiter, coach, and podcast host Meghan Houle, shares what it really takes to hire top-tier talent, grow a business you love, and show up with service—not ego—at the forefront.

Inside this episode, we get into:

• Why “fast hires” often lead to expensive mistakes
• The #1 mindset shift founders need before making their first hire
• Meghan’s advice on navigating LinkedIn, Upwork, and the modern job market
• How to stand out in a sea of sameness (whether you’re hiring or job hunting)
• The power of asking “How can I support you?”—and meaning it

This episode is your inside pass to the human side of hiring. It’s filled with strategy, soul, and straight talk that will help you build your business—and your legacy—with clarity and confidence.

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 Experience

https://ashleydeland.com/vip-weekend-experience

In this raw and radically honest solo episode, Ashley DeLand strips back the layers of perfection and dives into the truth behind her journey. What happens when the mask slips? When you stop performing? When you finally tell the truth?

Inside this episode, we get into:

• The behind-the-scenes moment that cracked Ashley open and changed everything
• Why being unfiltered is often the most powerful thing you can do
• The real cost of clarity—and the bold payoff that follows
• How pain can introduce you to your power (if you let it)
• Why alignment—not exhaustion—is the real foundation of resilience
• Permission slips every woman needs to hear right now

This episode is a homecoming.

It's vulnerable, potent, and laced with the kind of truth that doesn’t just land—it liberates.

If you’re in a season of stretch, shift, or shedding, this one’s for you.

You’re not too late.

You’re not broken.

You are Becoming.

Mentioned in this episode:

VIP Weekend Experience

https://ashleydeland.com/vip-weekend-experience

How do you become a speaker the world can't ignore?

In this episode Ashley is joined by powerhouse speaker, coach and TEDx producer Tricia Brouk, whose journey from professional dancer to award-winning director and speaker mentor has changed thousands of lives. Through her work with the Big Talk Academy, Tricia teaches thought leaders how to craft and deliver messages that move mountains, command rooms, and build unforgettable legacy.

Inside this episode, we get into:

• How Tricia went from the stage as a dancer to curating stages for world-class speakers
• Why your voice deserves to be heard—even if it's "been said before"
• The #1 mistake most TEDx speakers make (and how to avoid it)
• Tactical rehearsal strategies to reduce fear and own your story
• How to turn your fear of public speaking into power that captivates

This conversation is a masterclass in claiming space, commanding presence, and amplifying your message. It's insightful, grounded, and packed with truth that turns possibility into action. Tune in and take the first step to becoming an unforgettable voice in your industry.

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 Experience

https://ashleydeland.com/vip-weekend-experience

In this deeply personal solo episode, Ashley Deland pulls back the curtain on the parts of her story most people never see.

Before the awards, exits, and advisory work, she was scrubbing yoga studio floors at night, cold-pressing juice by hand, and running a vegan restaurant on four hours of sleep. From launching her first business off a yoga mat to building and exiting multiple ventures—including Canada’s first soy-free vegan restaurant—Ashley shares the raw, unfiltered evolution that shaped her into the founder she is today.

She walks you through:

• The three businesses that built her foundation
• The lessons each venture taught her about leadership, grit, and strategy
• Why your messy middle matters more than you think
• And how to honor the version of you that built everything no one clapped for

This episode is a powerful reminder that no empire is built overnight. Every founder has a beginning—and this is hers.

If you’re in the early stages of your journey, or navigating a season where nothing seems to be clicking yet, this is the one to press play on.

—

🎧 Subscribe, rate, and leave a review to support more stories like this.

To work with Ashley, visit ashleydeland.com

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 Experience

https://ashleydeland.com/vip-weekend-experience

What does it really mean to embody feminine power in business?

In this episode, I sit down with Monica Yates—trauma healer, feminine-masculine embodiment coach, and CEO of a multi-7-figure company that’s rewriting the rules of wealth, energy, and womanhood.

We talk about everything from trauma and triggers to polarity and power. And trust me—this isn’t just another surface-level convo about manifestation. Monica brings the heat, the depth, and the unapologetic truth about what it takes to build an empire without burning out, hustling in your masculine, or shrinking your standards to make people comfortable.

Inside this episode, we get into:

• The real difference between feminine energy and performative femininity
• Why trauma work isn’t optional if you want to scale
• How to hold duality: wealth and worth, softness and strength, heart and strategy
• Monica’s personal story of pain, polarity, and power—and how she turned it into millions
• Tactical shifts to attract more aligned clients, income, and intimacy

This is one of those episodes you’ll want to pause, replay, and sit with. It’s bold, it’s deep, and it will change how you lead.

About Our Guest:

Monica Yates is a New York Times bestselling author, trauma healer, feminine and masculine embodiment coach, and the host of Feminine As F*ck Podcast. She helps women get into their magnetic feminine energy, and men feel ecstasy and intimacy.

You can find Monica at monicayateshealth.com and monicayateshealth on IG. Her NY Times Bestselling book is here.

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 

If you’re scaling something real – something legacy-level- you don’t need another coach. You need a partner. Someone who can step inside your business, see the full picture, and help you move faster, cleaner, smarter. My private 1:1 advisory containers are available in 3, 6 and 9 month commitments. You bring the vision. I bring the strategy, structure and support to help you lead it all. https://ashleydeland.com/advisory/

Mentioned in this episode:

VIP Weekend Experience

https://ashleydeland.com/vip-weekend-experience

In a world where attention is fleeting and competition is fierce, what makes people choose you?

Your story.

In this solo episode, Ashley breaks down the art and science of storytelling—and why it’s the most powerful tool an entrepreneur can master. It’s not about a polished performance. It’s about building trust, evoking emotion, and creating a brand people don’t just remember—but feel.

Inside this episode:

• Why your story is your most valuable brand asset
• The secret to emotional connection that drives brand loyalty
• How to craft stories that resonate with your ideal client’s pain points

What it means to sell with soul, not just strategy

If you’ve ever struggled to articulate your “why,” share your journey, or stand out in your industry—this episode is your roadmap. Whether you’re building a personal brand or scaling a business, your story has the power to build legacy. Let’s make it unforgettable.

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 Experience

https://ashleydeland.com/vip-weekend-experience

Dive into a powerful conversation with Carrie Colbert, Founding General Partner of Curate Capital, a trailblazing VC firm investing in women-led, women-serving companies. With almost two decades in the oil and gas sector and retiring at age 38, Carrie transitioned into an accidental—and now passionate—venture capitalist. She went from angel investor to launching Curate’s debut fund in 2021, oversubscribed by 50%, and filled with mostly women investors.

In this episode, Carrie and I peel back the layers on:

• Her journey from petroleum engineering to purposeful investing in female founders
• The moment she realized her greatest impact would be through capital + advocacy
• What Curate Capital seeks in potential investments—and why authentic resonance matters
• How “by women, for women” capital is reshaping consumer markets
• What she learned from her first major exit in CPG and how it shapes her mentorship

This is more than strategy—it’s an invitation for female founders to see funding as a partnership rooted in shared vision, values, and voice.

If you’re building, scaling, or considering capital—this one’s for you.

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 Experience

https://ashleydeland.com/vip-weekend-experience

If you’ve ever struggled with self-doubt, imposter syndrome, or that paralyzing fear that creeps in just before you make a big move—this episode is your reminder, your roadmap, and your reality check. 

Ashley shares real stories from her own journey, unfiltered insights, and actionable mindset shifts to help you build trust in yourself, take bolder action, and lead with conviction.

Tune in to hear Ashley break down:

• Why belief isn’t something you’re born with—it’s something you build
• How to use fear as fuel and confidence as a daily practice
• Why courage is a decision, not a feeling
• What to do when doubt creeps in (because it will)
• The truth about “readiness” and why waiting for it keeps you stuck

Whether you're just getting started or you're in the trenches scaling your business, this episode will help you recalibrate your mindset and step into your next level with clarity and courage.

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 Experience

https://ashleydeland.com/vip-weekend-experience

You built it—now let’s talk about how to sell it (without losing your mind or your money).

In this episode of She Wears the Pants, Ashley sits down with powerhouse entrepreneur and exit strategy expert Carrie Kerpen to talk about what it really takes to sell your business. From productizing services to avoiding burnout, Carrie breaks down the exact mindset, systems, and strategies that led to her multimillion-dollar agency exit—and why most women never get there (but should).

Tune in to hear Carrie and Ashley break down:

• The untold truth about preparing your business for sale
• How to productize your services and increase your business’s value
• Why timing your exit while you still like your business matters
• How women can reclaim more equity and representation in exits
• Why “too good to be true” buyers usually are

This conversation is equal parts masterclass and myth-buster—packed with golden advice every female founder needs to hear, whether you're thinking about selling tomorrow or five years from now.

About Our Guest:

Carrie Kerpen is an award-winning entrepreneur, bestselling author, and unapologetic advocate for women building wealth. She co-founded and led Likeable Media, one of the first social media agencies in the world, which she successfully exited in 2021 to a 750-person global tech company. She's spoken on stages around the world, been featured in The New York Times, CNBC, and Forbes, and is the author of Work It: Secrets for Success from the Boldest Women in Business.

Carrie now leads The Whisper Group, a company dedicated to helping women founders turn lifestyle businesses into life-changing assets. Through strategic Exit Planning, mentorship, and a collective of exited female founders, Carrie is closing the exit gap—one powerful whisper at a time.

Learn More About Our Guest: 

https://www.instagram.com/carriekerpen 

https://www.wearethewhispergroup.com/ 

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 Experience

https://ashleydeland.com/vip-weekend-experience