Penny for your Shots
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!
Penny for your Shots
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 need
- Why “slowing down” can actually be the smartest growth strategy
- Learning to trust your intuition and your own timing
- How to build confidence through doing, not waiting
- The freedom that comes from asking for help before burnout hits
Rachael’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?
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