She Wears the Pants

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, teachin...

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 t...

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 op...

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 str...

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 Cai...

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...

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 s...

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...

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 thr...

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...

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...

You don’t scale by doing more. You scale by becoming more. In this powerful third installment of her recent solo series, this episode is all about building your CEO Operating System, a personalized framework of routines, rhythms, and rituals that scale with your life and leadership. Ashley shares how to: Align your schedule with your energy, not just your to-do list Create rituals that regulate an...

On this episode of She Wears the Pants , Ashley sits down with Olivia Marie Pecqueur, a resilient entrepreneur and coach who knows firsthand that healing is more than just fixing what’s broken—it’s about transforming every layer of your life. After facing a devastating injury that left her navigating physical, mental, and emotional recovery, Olivia rebuilt her health, her confidence, and her busin...

Building a multimillion-dollar business while raising six kids? Julie Cole shows how it’s done. In this episode of She Wears the Pants , Ashley is joined by Julie Cole — recovered lawyer, mom of six, and co-founder of Mabel’s Labels, a wildly successful brand built from a basement 22 years ago. Julie shares her journey from legal aid to entrepreneurship, balancing motherhood with building a legacy...

If you’ve ever set a big goal, sprinted toward it, and burned out halfway through, this episode will show you a better way. Ashley breaks down backwards goal building —a step-by-step method for starting with your future vision and reverse-engineering the steps, systems, structure, and stacked promises that make it inevitable. Tune in to hear Ashley break down: Why most goals fail (and how to make...

Forget the chaos of constant reinvention—true momentum is created through small, intentional shifts that compound over time. Tune in to hear Ashley break down: Why sustainable success is built in calm, not chaos The stacked promises method for building self-trust How micro-systems create massive results in business A client case study: 5 tiny changes that led to $100K/month The power of alignment...

What if your wardrobe held the key to becoming the woman you’re meant to be? On today’s episode of She Wears the Pants , Ashley is joined by Chellie Carlson—a transformational stylist, founder of The Method , and the visionary behind the Style Society membership. With over 25 years in the fashion industry, Chellie is redefining what it means to “get dressed” by helping women align their style with...

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...

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 m...

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...

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...

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...

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 manif...

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 t...

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, over...