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Penny for your Shots

Penny for your Shots

By: Penny Fitzgerald
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Summary

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!

© 2026 Penny for your Shots
Art Career Success Cooking Economics Food & Wine Leadership Management & Leadership
Episodes
  • You Don’t Have to Carry It All Alone | Solo Episode
    May 14 2026

    What happens when the woman who’s always encouraging everyone else suddenly feels overwhelmed herself?

    In this vulnerable solo episode, Penny opens up about feeling foggy, stretched thin, and unexpectedly emotional after running out of pre-recorded guest episodes and realizing: “Oh… this week it’s just me.”

    But what unfolds is a powerful reminder that overwhelm does not mean you’re failing. It often means you’ve been carrying too much for too long.

    This conversation is for the women who are:
    • Holding everything together
    • Building businesses while supporting everyone else
    • Feeling stuck between excitement and exhaustion
    • Wondering if they’re the only ones struggling with visibility, confidence, or momentum

    Penny shares honest reflections on midlife reinvention, imperfect action, asking for support, and why women were never meant to quietly shrink themselves with age.

    Key Takeaways:
    • Why “foggy brain” seasons don’t mean you’re off track
    • The mindset shift that helps overwhelmed women move forward
    • How small actions build confidence and clarity
    • Why visibility can feel vulnerable for women entrepreneurs
    • The importance of community, connection, and letting yourself be supported

    Key Topics:
    • Midlife reinvention
    • Women entrepreneurs and overwhelm
    • Visibility and confidence
    • Rediscovering yourself after 40
    • Taking imperfect action
    • Community and support for women
    • Building a meaningful life and business

    Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-call

    Wine Camp 2026: Join the list or save your spot:
    https://www.pennyforyourshots.com/winecamp

    Become an Insider for weekly updates, tips, inspiration, and episode extras:
    https://www.pennyforyourshots.com/insider

    Love cocktails + community? Join the Sipper Club:
    https://www.pennyforyourshots.com/sip

    Explore all things Penny: coaching, podcast, events, & more:
    https://www.pennyforyourshots.com

    Follow Penny on Instagram: @penny4yourshots
    Or on Facebook: Penny (Kuhlers) Fitzgerald

    Show More Show Less
    13 mins
  • Women, Wine, & Connection: What Makes Wine Camp Special
    May 7 2026

    What if the thing you really needed wasn’t another productivity hack… but a few days away with women who simply get you?

    In this solo episode, I’m sharing the story behind Wine Camp and why this experience has become one of the most meaningful parts of my work. Yes, there’s incredible wine. Yes, there’s beautiful scenery. But what happens at Wine Camp goes far beyond tastings and vineyard tours.

    It’s about connection.

    It’s about friendship.

    It’s about women giving themselves permission to slow down, laugh, reconnect, and remember who they are outside of their daily responsibilities.

    I’m also sharing:

    • How Wine Camp first began
    • Why these friendships form so quickly
    • What makes the Finger Lakes wine region so special
    • The wines I’m most excited to share this year
    • What women really leave with after the experience ends

    Whether you’re already joining us, Wine Camp curious, or simply craving more joy and connection in your life, this episode will give you a feel for what Wine Camp is truly about.

    Wine Camp 2026:
    📍 Finger Lakes, New York
    📅 July 30 – August 2, 2026

    Learn more: pennyforyourshots.com/winecamp

    Key Topics:

    • Women reconnecting with themselves in midlife
    • Why friendship matters more than we realize
    • The power of shared experiences for women
    • Finger Lakes wine country and Riesling wines
    • Saying yes to yourself again
    • Creating meaningful connection through travel and community

    Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-call

    Wine Camp 2026: Join the list or save your spot:
    https://www.pennyforyourshots.com/winecamp

    Become an Insider for weekly updates, tips, inspiration, and episode extras:
    https://www.pennyforyourshots.com/insider

    Love cocktails + community? Join the Sipper Club:
    https://www.pennyforyourshots.com/sip

    Explore all things Penny: coaching, podcast, events, & more:
    https://www.pennyforyourshots.com

    Follow Penny on Instagram: @penny4yourshots
    Or on Facebook: Penny (Kuhlers) Fitzgerald

    Show More Show Less
    14 mins
  • Why Women Hide Their Brilliance (and How to Be Seen) with Shauna VanderHoek
    Apr 30 2026

    Why do we hold ourselves back from being seen? Especially when we know we’re meant for more..?

    In this episode, Penny sits down with author and book mentor Shauna VanderHoek to talk about the real reason so many women stay stuck: fear of visibility.

    Shauna shares her journey from corporate consulting to helping entrepreneurs publish books; and how her own fear of being seen showed up at the exact moment she was stepping into something bigger.

    This conversation is about more than books. It’s about becoming the woman who’s willing to be seen.

    In This Episode, You’ll Hear:

    • Why visibility feels so uncomfortable (and what to do about it)
    • How writing a book can elevate your authority and impact
    • The surprising ways fear can show up in your life and body
    • Why your business growth is directly tied to your personal growth
    • How to move through the blocks that are keeping you stuck

    Key Topics:

    • Visibility and mindset for women entrepreneurs
    • Writing and publishing a business book
    • Overcoming fear of judgment
    • Personal growth and business success
    • Building authority as a female entrepreneur

    Connect with Shauna:
    Website: askshauna.com
    LinkedIn: Shauna VanderHoek
    Excerpt from The Book You’re Meant to Finish: A Reflective Journal for Nonfiction Writers to Overcome Blocks, Gain Clarity, and Get Unstuck: http://askShauna.com/gift
    Free summit for business owners and message-driven writers: https://yourbookyourmessage.com/

    When’s the last time you did something just for YOU? 🍷✨
    Wine Camp 2026 is your chance to escape, sip fabulous local wines, cruise at sunset, laugh around the fire pit, and soak up the magic of New York’s Finger Lakes.

    📍 Dates: July 30–August 2, 2026
    🏡 Spots are limited, so grab yours now: https://www.pennyforyourshots.com/winecamp

    Bring your besties or come solo—you’ll leave with new favorites either way. Wine Camp 2026 is calling. Are you in?

    Want support growing your business? Book a free Discovery Call with Penny: https://tidycal.com/pennyforyourshots/discovery-call

    Wine Camp 2026: Join the list or save your spot:
    https://www.pennyforyourshots.com/winecamp

    Become an Insider for weekly updates, tips, inspiration, and episode extras:
    https://www.pennyforyourshots.com/insider

    Love cocktails + community? Join the Sipper Club:
    https://www.pennyforyourshots.com/sip

    Explore all things Penny: coaching, podcast, events, & more:
    https://www.pennyforyourshots.com

    Follow Penny on Instagram: @penny4yourshots
    Or on Facebook: Penny (Kuhlers) Fitzgerald

    Show More Show Less
    38 mins
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