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Penny for your Shots

Penny for your Shots

By: Penny Fitzgerald
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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
  • Feeling Stuck? Small Shifts to Help You Feel Better Again
    May 21 2026

    Feeling stuck lately? You’re not alone.

    In this follow-up to last week’s vulnerable conversation about overwhelm, Penny shares gentle, practical ways to begin moving forward again when life feels heavy, messy, or emotionally off.

    This isn’t about hustling harder or pretending everything’s fine. It’s about small shifts that help you reconnect with yourself, your joy, and the people you serve.

    Through stories, mindfulness practices, sensory grounding, and reflections on community, connection, and Wine Camp memories, Penny offers encouragement for anyone navigating overwhelm, burnout, or uncertainty right now.

    In this episode:

    • Why asking a better question changes everything
    • The difference between hustle culture and feminine momentum
    • Simple grounding practices that help you feel better fast
    • How mindfulness helps move you from overwhelm into action
    • Why joy and connection matter more than perfection
    • The role community plays in healing and growth

    If you’ve been waiting to “get it together” before showing up again, this episode is your reminder that you don’t have to do this alone.

    ✨ Book a complimentary Connection Call:
    Penny for Your Shots Coaching Call

    🥰 Get 30 days of Calm:
    https://www.calm.com/gp/766EHFRXKF376Y46FJ

    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
  • 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
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