Penny for your Shots

Penny for your Shots

Welcome to Penny for your Shots, the podcast that uncorks the stories and insights of exceptional female entrepreneurs and leaders. Hosted by Penny Fitzgerald, this show is your front-row seat to engaging and inspiring discussions served over a glass of your favorite libation. Each episode, brilliant women from diverse fields and backgrounds will share their journeys, challenges, and experiences with stories that empower, educate, and entertain. And, we'll include memories shared with friends over a glass of wine or favorite cocktail! Subscribe now, grab your favorite beverage and join us every Thirsty Thursday for your weekly dose of inspiration, as we toast to the incredible women who are leading the way, one conversation (and cocktail) at a time. Cheers!

Episodes

December 18, 2025 56 mins

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 until now. Our families crossed paths the way they do in rural communities—through church, farming, and familiar names—before life carried us in different directions. Years later, we sat down to talk about what sticks wit...

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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 faced a life-threatening medical crisis. What followed was four months in the hospital, a surrender she never expected, and a profound rebuilding of what mattered most. 

Melissa shares how this experience reshaped her busi...

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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 constantly — including three formative years in Italy — Laura grew up understanding the power of connection, adaptability, and seeing the world through curious eyes.

Today, she helps families, couples, and solo traveler...

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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 sharing what I’m deeply grateful for — the women who show up, the twists that shaped me, the friendships that became family, and the joy that comes from building meaningful work alongside meaningful people.

Inside this so...

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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 self-discovery mirrors so much of what midlife women are navigating. Chanda helps women in the “third quarter” of life find clarity, build confidence, and create businesses aligned with the season they’re in — and our conversation...

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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 unexpected joys that shaped the work I do today with women who are ready to serve with heart instead of hustle.

From growing up on an Iowa farm with older parents and a big imagination… to climbing the corporate ladder, navig...

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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 executive and author of Not Made for You: How Women Can Challenge Bias, Claim Their Space, and Thrive in a System Built for Men.

Kae shares what it’s really like to navigate male-dominated spaces, the language women c...

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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 show up online with heart and strategy. Cinthia has a gift for making SEO, ads, and analytics feel human—because visibility isn’t vanity; it’s service.

In this conversation, we talk about how to bring more intuition into ...

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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, I’m chatting with Rachael Davila, founder of Extra Hands Virtual Assistant and author of Hey, Do I Need a VA?. Rachael’s story is a powerful example of what happens when women take that first imperfect step and allow su...

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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% cotton wet wipe.

In this episode, Vanessa opens up about how her curiosity turned into a mission to clean up the industry and educate consumers about what “green” really means.

You’ll hear:

  • The documentary that sparked h...
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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 organization—and a season of caregiving—into a thriving business that helps entrepreneurs reclaim their time (and their sanity).

In our conversation, Carrie shares how she went from caring for her mother-in-law to running a succ...

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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 talking with Arielle Loupos, founder of Flower Girl, a period underwear brand designed to be safe, sustainable, and actually cute. Arielle shares her journey from e-commerce consultant to mission-driven entrepreneur, an...

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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 that taking care of yourself is the first step to building wealth, giving generously, and leading boldly.

In this conversation, we dive into:

  • Why women should never apologize for building wealth
  • How giving back can ac...
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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 of coaches, Kristi brings a unique perspective on leadership, embodiment, and growth.

We covered so much good ground, including:

  • The surprising benefits of growing up in a coaching household
  • How somatic practices ca...
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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 disconnected from the work we’re meant to do.

This week’s conversation is all about breaking free from hustle and building something better. You’ll hear the story of a woman who walked away from abuse, built and scaled multiple b...

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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 Shots—from Kami Guildner’s wisdom on raising our voices, to Larissa Banting’s reinvention story, to Frankie Elder Reedy’s fire for justice, to Shirah Benarde’s scrunchie-turned-nightcap invention that’s keeping women saf...

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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). Angel recently rebranded her show and stepped into a new chapter with boldness and faith—and she’s here to share what that process really looked like.

Inside this conversation, we cover:

  • The courage (and clarity...
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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 in Slovenia to risking it all on a yacht job she technically wasn’t “qualified” for, to building a business that helps women claim true freedom: time, money, and location.

In our conversation, we cover:

  • Why chasing...
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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 life-changing—this episode is your backstage pass. “Sexy is a vibe, not a size” sets the tone for a body-positive, age-inclusive approach to portraits that feel like you.

About Liz:
Liz Hansen is the owner and photographe...

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August 7, 2025 10 mins

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 happens when women gather with intention. Whether you were there in Virginia or watching from afar, this peek behind the curtain will give you all the feels—and a little FOMO (don’t worry, 2026 is calling).

Inside this...

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