podcast Podcast podcast
She Wears the Pants
with Ashley Deland
She Wears the Pants is where high-growth women founders come to build both the business and the identity required to hold their calling.
Hosted by globally recognized business advisor, multi-business founder, and start-up investor Ashley Deland, this show sits at the intersection of strategy, structure, and self.
Here, we talk about what it actually takes for women to build legacies that last - financially, energetically, spiritually, and structurally.
Every episode blends business intelligence with feminine leadership, identity evolution, and the deep inner work required to build a business and life that you love.
build more than a business
The Podcast for Women Who Are Building More Than a Business
Every week, ashley blends:
Business Strategy
Revenue growth, operational scaling, systems, and structure integrity.
Unfiltered Conversations About Identity
Motherhood, leadership, faith, visibility, and the women behind the business.
Leadership and Mindset Reframes
Moving you from hustling to holding, from performing to leading.
Real Stories from the Field
What Ashley is seeing inside multi-six and seven-figure brands across 17+ countries.
Ranked as one of Canada’s fastest-growing female entrepreneurship podcasts
behind the mic
about your host:
Ashley deland
Ashley Deland is a globally recognized business advisor, multi-business founder, and start-up investor who has advised hundreds of women-led companies across 17+ countries, generating over $25M+ in collective revenue.
She is the CEO of the luxury creative design house Maison De Land, founder of BMA Certifications, creator of the women’s anthology Unreserved, and Executive Producer & Master Mentor of the upcoming television series Project Empire.
She Wears The Pants is where she brings everything - strategy, identity, energy, and faith - to women building businesses and lives they love.
"I built this podcast for the woman who knows she’s meant for more.
The woman who doesn’t just want the strategy and success, but wants to become the version of herself who can actually hold it all and more."
listen to the
latest episodes
some of our
top episodes
Listen Now
The Real Work of Being Seen: Authority, Identity, and Earned Visibility with Rebecca Cafiero
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The Girl Boss Myth with Olivia Ferney
In this conversation, Ashley and Olivia Ferney dismantle the “girl boss” narrative and share real truths behind scaling a business and living a life.
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From Engineer to Venture Capitalist: Empowering Women Through Strategic Investment with Carrie Colbert
Ashley and guest, Rebecca Cafiero explore what it truly means to be seen as a woman in leadership and why visibility is less about chasing attention and more about owning voice, credibility, and identity.
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Who You Have to Become to Build What You’re Here to Build with Alli Webb
In this episode of She Wears the Pants, Ashley Deland is joined by Alli Webb, New York Times bestselling author, beauty industry pioneer, Shark Tank guest and the founder who turned one simple idea, blowouts only, into Drybar, a category-defining brand.
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Magnetism, Masculine Energy & Making Millions with Monica Yates
In this episode, Ashley sits down with New York Times Bestselling Author Monica Yates, to talk about rewriting the rules of wealth, energy, and womanhood.
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Ambition, Legacy & Redefining Success with Cait Scudder
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.
Dive into a powerful conversation with Carrie Colbert of Curate Capital, a trailblazing VC firm investing in women-led, women-serving companies.
be a a guest
BE A GUEST ON SHE WEARS THE PANTS
We feature women who don’t just have success stories, they have substance, self-awareness, and a message that elevates the collective.
You're the right fit if:
✓ You lead with truth, not polish.
You’re willing to speak honestly about the mistakes, pivots, and identity shifts behind your success - so other women can rise faster.
✓ Your work creates real impact.
You’re not just building a business, you’re building a movement, a mission, or a model that changes the way women lead.
✓ You hold a perspective the world needs.
Your insights help modern founders navigate business, leadership, visibility, wealth, identity, motherhood, and calling at a higher level.
✓ You elevate every room you enter.
Your presence empowers, expands, and challenges women to step into the version of themselves required to hold bigger success.
