Penny Fitzgerald
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 ever...
Author
Penny Fitzgerald
Category
Podcast website
Latest episode
Jul 9, 2026
Where to listen?
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Episodes
You Don’t Need Consensus to Lead—You Need Clarity 15.01.2026 58:08
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 (aka Tami from Miami ), and this conversation beautifully reinforces what I teach again and again: you don’t need consensus to lead—you need clarity. This isn’t about becomin...
From Overwhelmed to Organized: Systems That Give You Your Life Back 08.01.2026 47:58
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 Agency Authority, for a grounding, practical conversation about why burnout doesn’t magically disappear when you build a team—and how the right systems can truly give you your life back....
Stop Treating Joy Like a Luxury: A New Year Reset 01.01.2026 4:49
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 quietly carrying too much—while putting their own joy on hold. If you’re the strong one, the caregiver, the helper, or the woman everyone depends on, this conversat...
When Entrepreneurship Is Hard—and You Keep Going Anyway 25.12.2025 14:38
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. This is an honest conversation about what it looks like to keep going when the path feels slower, heavier, or more uncertain than you expected. If you’ve ever questi...
From Small Town Roots to Big Careers—and Finding Your Way Home 18.12.2025 56:21
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 sa...
From Crisis to Clarity: Melissa Hampton on What Matters Most 11.12.2025 50:19
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...
Take the Trip: Travel Coach Laura Rahn on Designing Memorable Travel 04.12.2025 56:30
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 help...
A Thanksgiving Message for Women Building Something Meaningful 27.11.2025 7:35
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 alongs...
Reinventing at 45+: Clarity, Confidence & What’s Next 20.11.2025 51:12
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 sea...
Why I Built This Movement for Women Who Serve With Heart 13.11.2025 18:02
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...
The System Wasn’t Built for You—Lead Anyway 06.11.2025 55:40
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-...
Intuition Meets Analytics: Cinthia Pacheco on Soulful SEO & AI 30.10.2025 41:29
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...
Ready Isn’t a Feeling: Taking Imperfect Action with Rachael Davila 23.10.2025 58:40
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...
Meet the Founder Making Wipes Safer: Vanessa Menache of Raan 16.10.2025 49:47
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 h...
From Caregiver to CEO: How Systems Saved Carrie’s Sanity 09.10.2025 49:53
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...
Breaking Period Taboos: Arielle Loupos on Flower Girl’s Mission 02.10.2025 49:23
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 consul...
Women, Wealth & Worth: Nancy Griffin on Owning Your Power 25.09.2025 48:12
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 b...
Presence Over Hustle: Kristi Chaves on Aligned Business 18.09.2025 39:29
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 coachin...
Why Hustle Culture Fails Women—and What to Build Instead 11.09.2025 56:02
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 fr...
Cheers to 100 Episodes: Stories, Lessons, & Momentum for Women 04.09.2025 10:33
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-nightc...
Reinvention, Confidence, & the Messy Middle with Angel Wilborn 28.08.2025 58:44
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,...
How Sara Vezensek Went from Yacht Chef to a Life of Freedom 21.08.2025 1:00:51
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 c...
Chicago Boudoir with Liz Hansen: Safe, Empowering, Unapologetically You 14.08.2025 45:00
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 Hans...
What Really Happens at Wine Camp... 08.08.2025 10:04
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...
From Bartender to Brand Builder: April Wachtel’s Cheeky Pivot 31.07.2025 59:30
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 journey. April Wachtel didn’t just stumble into entrepreneurship. She tested, pivoted, and reimagined her way into it—learning from failure, navigating trolls, and bottling mixers by hand...
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