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When Entrepreneurship Is Hard—and You Keep Going Anyway


Episode 116


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 questioned your purpose, wondered if you should quit, or felt the tension between gratitude and exhaustion, this episode will remind you that you’re not alone—and you’re not failing.

In this episode, Penny reflects on:

  • Why loving your work doesn’t mean it’s always easy
  • The unseen choices entrepreneurs make to support their families and dreams
  • A powerful mindset shift around service, humility, and resilience
  • What a tough (and slightly unforgettable) moment taught her about not quitting
  • How remembering who you’re becoming can help you stay the course

This episode is a gentle reminder that progress doesn’t have to look polished to be real—and that continuing to show up matters more than you think.

Pour yourself something festive and come sit with Penny for a few minutes. She’s cheering you on.

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


Published on 5 hours ago






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