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November 13, 2025 18 mins

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 connection
  • The corporate moment that sparked my first major pivot
  • How Traveling Vineyard became a catalyst for community and confidence
  • Why hustle culture stopped aligning with my values
  • The unexpected gift inside a sudden career ending
  • The birth of the Sipper Club, Wine Camp, and Serving Superstars
  • Why this work has become a movement, not just a business

Key Topics We Explore:

  • Joyful, service-centered leadership
  • Mindset shifts that create clarity and confidence
  • Community, connection, and the power of women supporting women
  • Rebuilding identity after big life or career transitions
  • Growing a business at the pace of peace

If 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

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