Penny for your Shots

Penny Fitzgerald
  • 5.0 (22)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

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! 

  1. 4D AGO

    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 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, navigating burnout, finding my footing in direct sales, and rebuilding again after a sudden company closure — every chapter pointed me toward one thing: helping women lead with joy, purpose, and authentic connection. Inside this episode, I talk about: The early influences that shaped my love for humor and connectionThe corporate moment that sparked my first major pivotHow Traveling Vineyard became a catalyst for community and confidenceWhy hustle culture stopped aligning with my valuesThe unexpected gift inside a sudden career endingThe birth of the Sipper Club, Wine Camp, and Serving SuperstarsWhy this work has become a movement, not just a businessKey Topics We Explore: Joyful, service-centered leadershipMindset shifts that create clarity and confidenceCommunity, connection, and the power of women supporting womenRebuilding identity after big life or career transitionsGrowing a business at the pace of peaceIf this episode resonates and you’re ready to explore what’s next for you, I’d love to connect. Schedule a free Discovery Call: pennyforyourshots.com/call Join my Insiders crew for weekly updates, tips, inspiration, and fun: https://www.pennyforyourshots.com/insider Wanna sip with us? Join my Sipper Club here: https://pennyforyourshots.com/sip Learn More, get on the list, or Register for Wine Camp 2026: https://www.pennyforyourshots.com/winecamp To connect with Penny, get notified, or learn more, check out www.pennyforyourshots.com - Follow Penny on Instagram: @penny4yourshots - Or Facebook: Penny (Kuhlers) Fitzgerald

    18 min

  2. NOV 6

    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 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 can use to call out bias with grace, and how we can support each other to lead differently—together. In this episode: The power of naming bias (and what to say when it happens)How to hold your ground and stay calm under pressureThe truth about the “maternal bias” and other hidden workplace hurdlesWhy women founders still face funding gaps—and how we change itThe role of sisterhood and mentorship in rewriting the rulesThis conversation isn’t about blame—it’s about awareness, agency, and action. Grab your copy of Kae's Book HERE. Ready to create a business that reflects your values—not the old rulebook? Book a one-on-one coaching session with me: 👉 tidycal.com/pennyforyourshots/coaching-session When’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local Rieslings, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes. 📍 Dates: July 31–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecamp Wine Camp 2026 is calling. Are you in? Join my Insiders crew for weekly updates, tips, inspiration, and fun: https://www.pennyforyourshots.com/insider Wanna sip with us? Join my Sipper Club here: https://pennyforyourshots.com/sip Learn More, get on the list, or Register for Wine Camp 2026: https://www.pennyforyourshots.com/winecamp To connect with Penny, get notified, or learn more, check out www.pennyforyourshots.com - Follow Penny on Instagram: @penny4yourshots - Or Facebook: Penny (Kuhlers) Fitzgerald

    56 min
  3. Intuition Meets Analytics: Cinthia Pacheco on Soulful SEO & AI

    OCT 30

    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 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 your marketing, how to make sense of data without the burnout, and why you don’t need to chase every algorithm update to succeed. She also shares her new course, Found in AI, which teaches how to start showing up in AI-powered searches (like ChatGPT!)—in a way that feels approachable and aligned. Inside this episode: What “soulful SEO” really looks likeThe difference between marketing for clients vs. to themHow to stop reacting to algorithm changes and start leading with calmThe mindset that makes visibility easier (and more authentic)Why blending data and intuition is your secret business superpower✨ Learn more about Cinthia:  Website: digitalbloomiq.com LinkedIn: linkedin.com/in/cinthia-pacheco When’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local Rieslings, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes. 📍 Dates: July 31–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecamp Wine Camp 2026 is calling. Are you in? Join my Insiders crew for weekly updates, tips, inspiration, and fun: https://www.pennyforyourshots.com/insider Wanna sip with us? Join my Sipper Club here: https://pennyforyourshots.com/sip Learn More, get on the list, or Register for Wine Camp 2026: https://www.pennyforyourshots.com/winecamp To connect with Penny, get notified, or learn more, check out www.pennyforyourshots.com - Follow Penny on Instagram: @penny4yourshots - Or Facebook: Penny (Kuhlers) Fitzgerald

    41 min
  4. Ready Isn’t a Feeling: Taking Imperfect Action with Rachael Davila

    OCT 23

    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 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 support into their business. In this conversation, we explore: The two (and a half!) types of VAs—and how to know which one you needWhy “slowing down” can actually be the smartest growth strategyLearning to trust your intuition and your own timingHow to build confidence through doing, not waitingThe freedom that comes from asking for help before burnout hitsRachael’s journey beautifully mirrors what I teach: that clarity follows action, and support isn’t a luxury—it’s a strategy. 💻 Connect with Rachael:  Website: extrahandsva.com Facebook: Rachael Davila Community: Find a Virtual Assistant Group When’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local Rieslings, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes. 📍 Dates: July 31–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecamp Wine Camp 2026 is calling. Are you in? Join my Insiders crew for weekly updates, tips, inspiration, and fun: https://www.pennyforyourshots.com/insider Wanna sip with us? Join my Sipper Club here: https://pennyforyourshots.com/sip Learn More, get on the list, or Register for Wine Camp 2026: https://www.pennyforyourshots.com/winecamp To connect with Penny, get notified, or learn more, check out www.pennyforyourshots.com - Follow Penny on Instagram: @penny4yourshots - Or Facebook: Penny (Kuhlers) Fitzgerald

    59 min
  5. Meet the Founder Making Wipes Safer: Vanessa Menache of Raan

    OCT 16

    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. 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 her wake-up callHow she built a startup rooted in transparency and sustainabilityWhy true clean products go far beyond marketing buzzwordsThe family partnership that made innovation possibleWhat she’s learned about leadership, impact, and persistence💡 Vanessa’s Offer for Listeners: Get 10% off your first order at raan.com with code PENNY10. Key Topics: • Clean beauty & product safety • Sustainability in manufacturing • Greenwashing & consumer awareness • Female founders & purpose-driven business • Innovation in family-owned startups When’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local Rieslings, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes. 📍 Dates: July 31–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecamp Wine Camp 2026 is calling. Are you in? Join my Insiders crew for weekly updates, tips, inspiration, and fun: https://www.pennyforyourshots.com/insider Wanna sip with us? Join my Sipper Club here: https://pennyforyourshots.com/sip Learn More, get on the list, or Register for Wine Camp 2026: https://www.pennyforyourshots.com/winecamp To connect with Penny, get notified, or learn more, check out www.pennyforyourshots.com - Follow Penny on Instagram: @penny4yourshots - Or Facebook: Penny (Kuhlers) Fitzgerald

    50 min
  6. From Caregiver to CEO: How Systems Saved Carrie’s Sanity

    OCT 9

    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—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 successful VA business that keeps her clients organized, supported, and growing. We dive into the systems that make life and business easier—and the mindset shifts that make it all possible. Here’s what we talk about: How caregiving inspired Carrie’s business journeyWhy strong systems create calm, not chaosSimple ways to automate tasks and free up energyThe confidence that comes from clarity and organizationHow to use your real-life skills to serve others and build income💡 If every month feels like recreating the wheel, it might be time to create simple SOPs—repeatable checklists that save time, reduce stress, and make delegation easy. If you’ve been craving a little more breathing room, sometimes it just takes a nudge, a fresh set of eyes, or a new way of looking at what’s already working. Curious where to begin? You can reach out to me here to explore what might bring more ease and flow into your days:  👉 pennyforyourshots.com/chat To learn more about Carrie's business: https://www.allinorderwithcarrie.com/ When’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local Rieslings, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes. 📍 Dates: July 31–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecamp Wine Camp 2026 is calling. Are you in? Join my Insiders crew for weekly updates, tips, inspiration, and fun: https://www.pennyforyourshots.com/insider Wanna sip with us? Join my Sipper Club here: https://pennyforyourshots.com/sip Learn More, get on the list, or Register for Wine Camp 2026: https://www.pennyforyourshots.com/winecamp To connect with Penny, get notified, or learn more, check out www.pennyforyourshots.com - Follow Penny on Instagram: @penny4yourshots - Or Facebook: Penny (Kuhlers) Fitzgerald

    50 min

  7. OCT 2

    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 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, and why she’s passionate about breaking period taboos once and for all. Together, we explore: The shocking chemicals recently discovered in pads and tamponsWhy intuition played a bigger role than strategy in Arielle’s entrepreneurial leapHow sustainable period underwear can change lives (and the planet)The connection between cycle syncing, energy, and women’s leadershipWhat it takes to build a purpose-led brand without burning outWhether you’re past your period years or still navigating them, this conversation is a reminder that our health—and our daughters’ and granddaughters’ health—deserve better. Key Topics: Breaking the silence around periodsSafer, sustainable alternatives to traditional productsThe challenges and wins of product developmentListening to your gut as a business strategyBuilding impact-driven brands that matter👉 Learn more about Flower Girl: https://flowergirl.co When’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local Rieslings, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes. 📍 Dates: July 31–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecamp Wine Camp 2026 is calling. Are you in? Join my Insiders crew for weekly updates, tips, inspiration, and fun: https://www.pennyforyourshots.com/insider Wanna sip with us? Join my Sipper Club here: https://pennyforyourshots.com/sip Learn More, get on the list, or Register for Wine Camp 2026: https://www.pennyforyourshots.com/winecamp To connect with Penny, get notified, or learn more, check out www.pennyforyourshots.com - Follow Penny on Instagram: @penny4yourshots - Or Facebook: Penny (Kuhlers) Fitzgerald

    49 min
  8. Women, Wealth & Worth: Nancy Griffin on Owning Your Power

    SEP 25

    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 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 wealthHow giving back can actually grow your confidence and self-worthThe surprising connection between your health and your financial futureWhy it’s never too early—or too late—to start planning for wealthThe importance of making yourself the priority without guiltNancy reminds us that when women step up, champion one another, and steward their resources well, the ripple effect can change the world. Key Topics: Women, wealth, and worthinessPhilanthropy and legacy planningHealth as the cornerstone of financial securityBuilding confidence around moneyWomen supporting women in business and beyondConnect with Nancy: nancy@womenworthwellness.com  https://womenworthwellness.com/ When’s the last time you did something just for YOU? 🍷✨Wine Camp 2026 is your chance to escape, sip fabulous local Rieslings, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes. 📍 Dates: July 31–August 2, 2026🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecamp Wine Camp 2026 is calling. Are you in? Join my Insiders crew for weekly updates, tips, inspiration, and fun: https://www.pennyforyourshots.com/insider Wanna sip with us? Join my Sipper Club here: https://pennyforyourshots.com/sip Learn More, get on the list, or Register for Wine Camp 2026: https://www.pennyforyourshots.com/winecamp To connect with Penny, get notified, or learn more, check out www.pennyforyourshots.com - Follow Penny on Instagram: @penny4yourshots - Or Facebook: Penny (Kuhlers) Fitzgerald

    48 min
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5
out of 5
22 Ratings

About

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! 

Information

  • Creator
    Penny Fitzgerald
  • Years Active
    2023 - 2025
  • Episodes
    110
  • Rating
    Explicit
  • Copyright
    © 2025 Penny for your Shots
  • Show Website
    Penny for your Shots

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