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
122 episodes
You’re Not Starting Over—You’re Building on Everything
If you’re in a season of transition and quietly wondering, “Did I miss my window?”—this episode is for you.Penny is joined by Julie DeLucca-Collins, confidence coach, author, and fellow podcaster, for an honest conversati...
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Episode 122
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48:59
When Your BS Meter Gets Better With Age
There’s a moment many women reach—usually after a few decades of living—when things get clearer. The stories don’t quite add up anymore. The excuses land flat. And that inner voice gets a whole lot louder.In this episode of Penny for...
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Episode 121
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39:31
Self-Worth, Power, & Using Your Voice with Intention
If you’ve ever questioned your value, your voice, or whether you’re really using your seat at the table the way you’re meant to—this episode is for you.I’m joined by Sarah Barnes-Humphrey, a longtime logistics leader, pod...
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Episode 120
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46:43
You Don’t Need Consensus to Lead—You Need Clarity
If you’ve ever felt like you know what good leadership looks like—but still catch yourself waiting for agreement, approval, or buy-in—this episode will feel like permission you didn’t know you needed.I’m joined by Tami Reiss<...
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Episode 119
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58:08
From Overwhelmed to Organized: Systems That Give You Your Life Back
Have you ever hired help—only to feel more overwhelmed than before? More questions. More messages. More mental clutter than ever?In this episode of Penny for Your Shots, I’m joined by Melissa Morris, founder of A...
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Episode 118
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47:58
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Stop Treating Joy Like a Luxury: A New Year Reset
What if the most powerful New Year reset isn’t about doing more—but about finally letting yourself matter again?In this short solo episode, Penny shares a surprising insight from a recent workshop that revealed just how many women are qu...
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Episode 117
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4:49
When Entrepreneurship Is Hard—and You Keep Going Anyway
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 purpose-driven business. Thi...
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Episode 116
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14:38
From Small Town Roots to Big Careers—and Finding Your Way Home
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...
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Episode 115
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56:21
From Crisis to Clarity: Melissa Hampton on What Matters Most
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-thr...
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Episode 114
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50:19
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Take the Trip: Travel Coach Laura Rahn on Designing Memorable Travel
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 cons...
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Episode 113
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55:10
A Thanksgiving Message for Women Building Something Meaningful
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 deepl...
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Episode 112
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7:35
Reinventing at 45+: Clarity, Confidence & What’s Next
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...
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Episode 111
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51:12
Why I Built This Movement for Women Who Serve With Heart
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 shape...
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Episode 110
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18:02
The System Wasn’t Built for You—Lead Anyway
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 a...
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Episode 109
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55:40
Intuition Meets Analytics: Cinthia Pacheco on Soulful SEO & AI
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 agenc...
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Episode 108
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41:29
Ready Isn’t a Feeling: Taking Imperfect Action with Rachael Davila
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...
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Episode 107
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58:40
Meet the Founder Making Wipes Safer: Vanessa Menache of Raan
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....
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Episode 106
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49:47
From Caregiver to CEO: How Systems Saved Carrie’s Sanity
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—...
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Episode 105
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49:53
Breaking Period Taboos: Arielle Loupos on Flower Girl’s Mission
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 <...
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Episode 104
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49:23
Women, Wealth & Worth: Nancy Griffin on Owning Your Power
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...
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Episode 103
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48:12
Presence Over Hustle: Kristi Chaves on Aligned Business
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,...
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Episode 102
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39:29
Why Hustle Culture Fails Women—and What to Build Instead
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’...
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Episode 101
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56:02
Cheers to 100 Episodes: Stories, Lessons, & Momentum for Women
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 Ka...
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Episode 100
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10:33
Reinvention, Confidence, & the Messy Middle with Angel Wilborn
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 ...
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Episode 99
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58:43
How Sara Vezensek Went from Yacht Chef to a Life of Freedom
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 ris...
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Episode 98
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1:00:51
