Penny for your Shots

Entrepreneurship can be meaningful, joyful, and deeply fulfilling—and it can also be really hard. In this solo episode, Penny shares a candid look back at 2025 and the behind-the-scenes realities of building a...

Some conversations feel like a catch-up over wine—and then turn into something deeper. This episode is one of those. I’m joined by Aimee Goeman, someone I knew of growing up in small-town Iowa but didn’t truly know...

What happens when life brings everything to a full, heartbreaking stop? This week, I’m joined by Melissa Hampton, a financial planner, entrepreneur, and mom whose world changed overnight when her seven-year-old son...

If you’ve been waiting for a sign to finally take the trip, this episode is it. Travel Coach Laura Rahn spent 33 years in education before following a lifelong pull toward adventure. Raised as a military kid who moved...

Some episodes are strategy-packed. This one is heart-packed. If you’re listening while the turkey’s in the oven or you’ve escaped to the quiet of your car for a few minutes, this is your moment to breathe. Today I’m...

What if your next chapter isn’t about starting over…but finally starting to honor who you’ve become? This week, I’m joined by coach Chanda Coston, a woman whose journey through grief, reinvention, and deep...

If you’ve ever felt that quiet tug for “something more,” this episode is for you. I’m sharing the story behind my movement — the real one. The childhood threads, the detours, the pivots, the heartbreaks, and the...

When you’re the only woman in the room, it takes courage to speak up—and even more courage to do it again after being talked over, dismissed, or ignored. This week, I’m joined by Kae Kronthaler-Williams, a longtime tech...

If digital marketing makes you want to hide under your desk, take a deep breath—you’re not alone. This week, I’m joined by Cinthia Pacheco, founder of Digital Bloom IQ, a marketing agency helping women entrepreneurs...

So many women say, “I’d love to start, but I’m not quite ready,” or wait until the timing feels perfect. But as I often remind my clients, readiness isn’t a feeling—it’s something you build through action. This week...

When Vanessa Menache learned what was really inside most wipes, she couldn’t unsee it. Combining her background in branding with her father’s textile expertise, she launched Raan —the world’s first unbleached, 100%...

What if the skills you’ve used to care for your family could become the foundation of a business that cares for you? This week’s guest, Carrie McWherter, is a virtual assistant who turned her natural gift for...

Most of us grew up whispering about periods—and using products that were far from ideal. Pads, tampons, discomfort, and silence were just part of the deal. But what if there’s a better way? In this week’s episode, I’m...

What if your health, your wealth, and your self-worth were all part of the same story? This week, I’m joined by Nancy Griffin, founder of Women Worth and Wellness. Nancy believes women are their own greatest asset—and...

What if your business didn’t run on hustle—but on presence? This week, I sat down with Kristi Chaves, a business coach who helps women build successful businesses rooted in alignment and authenticity. Raised in a family...

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 completely...

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 Penny for Your...

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, & Entrepreneurship)...

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 us from waitressing...

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 women call it...

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 celebration of what...

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 seriously inspiring...

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, disconnected, and deeply out of...

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 work that lights her...

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 walked away from a...