Penny for your Shots

Hustle harder. Push through. Work until you make it.

Sound familiar? For so many women, hustle culture has become a badge of honor—but behind the scenes, it’s leaving us burned out, resentful, and com…

One hundred episodes. One hundred conversations. Countless lessons, laughs, and reminders that women are powerful beyond measure.

In this milestone episode, I look back on the stories that have shaped…

Reinvention isn’t just about starting fresh—it’s about showing up, even when life feels messy.

This week, I’m joined by Angel Wilborn, the vibrant host of the GLOE podcast (God, Life, Organization, & …

From yacht kitchens to coaching women around the world, Sara Vezensek has never played by the rules—and in this episode, she shares how courage (not confidence) shaped her journey.

Sara’s story takes …

Chicago boudoir photography meets radical self-confidence in this conversation with photographer Liz Hansen. If you’ve ever wondered what actually happens during a boudoir session—and why so many wom…

What do you get when you mix sunshine, sisterhood, a few bottles of rosé, and a whole lot of heart? Wine Camp 2025—and it was pure magic.

This solo episode is part recap, part invitation, and 100% a c…

What happens when a cocktail educator, brand strategist, and former Bacardi ambassador decides to launch her own product line—in the middle of a global crisis? You get Cheeky Cocktails…and one seriou…

Dr. Terri Levine spent years climbing the corporate ladder, eventually becoming CEO of a national healthcare company with nearly 3,000 employees. But behind the title, she felt exhausted, disconnecte…

What if being more visible didn’t mean being more “salesy”?

Rachel Van Dolsen built a thriving PR agency in her twenties, but it wasn’t until she became a mom that she fully stepped into the kind of w…

What happens when you climb the ladder of success—only to realize it’s leaning against the wrong wall?

This week, I’m talking with Aoife Roche, a fiercely honest, wildly inspiring entrepreneur who wal…

Sustainable haircare that actually works? Yes, please.

In this week’s episode, I’m chatting with Kate Assaraf, founder of Dip—the bar shampoo and conditioner brand that’s winning over luxury lovers an…

 If you’ve ever wondered what really goes into making a world-class bottle of wine—or even imagined sipping wine in Virginia with the woman who made it—this episode is for you.

Emily Hodson is the pow…

What happens when an art-loving couple trades London for Virginia Wine Country with a baby in tow and a wild idea to start a vineyard? You get Merrie Mill Farm & Vineyard—one of the most visually stu…

What if creativity isn’t just about what you make—but how you move through life?

In this soulful and energizing conversation, Pia Mailhot-Leichter shares her journey from agency creative director to p…

What does it take to rewrite your story—on your own terms?

In this heartfelt episode, I catch up with Kacey Voelker, a former wine guide I hadn’t seen in years. And wow... what a journey she’s been on…

What do you do when your business takes a hit—then another, and another?

Larissa Banting built a seven-figure destination wedding company in Costa Rica, only to be hit with economic downturns, interna…

Is it time for a mid-year reset?

In this solo episode, I'm sharing what I’ve been up to lately—including some deep spring cleaning that’s gone way beyond closets and cabinets. From dusty old Wine Spec…

When Erica Carrico was diagnosed with cancer in her 30s, she found herself rocking her baby and questioning everything. What followed was a promise to stop living for everyone else—and to start showi…

What if the stories you tell yourself are the very things keeping you stuck?

In this episode, I chat with Carrie Rowan—author, musician, speaker, coach, and joy-bringer—about the power of rewriting yo…

What happens when your sports bra is the thing holding you back?

This week, Penny interviews Frankie Elder-Reedy, athlete, entrepreneur, and the creator of Wrax—a revolutionary boob-harnessing bra sys…