In this episode, Penny meets Gabrielle (67) and Tara (28), a vibrant mother-daughter duo from Toronto who run a podcast breaking taboos on mother-daughter conversations. They delve into topics like monogamy, dating disasters, sex work, and cancel culture, disagreeing often but always with a lot of laughter. They discuss the complexities of their relationship, their podcast's inception during a trip to Miami, and how their brutally honest yet respectful discussions have strengthened their bond. The conversation also touches on their individual careers, dreams, and the challenges of navigating difficult but worthwhile relationships. A must-watch for women entrepreneurs looking for inspiration, authenticity, and the courage to dive into life's zigzag paths.
Gabrielle’s article about her Zigzag Career:
https://culturico.com/2022/04/30/zigzag-career-from-science-to-music-to-science-writing/
Gabrielle & Tara’s Podcast, On a Related Note:
https://open.spotify.com/show/3oYpTGkWHUnDoeqTvyqXOu
00:00 Introduction to Gabrielle and Tara
01:02 Reflecting on Mother-Daughter Relationships
01:56 Starting the Podcast Journey
03:11 Navigating Difficult Conversations
09:33 Balancing Dreams and Parenthood
12:58 The Gifted Program Experience
17:17 Career Zigzags and Personal Growth
19:18 Wine Tasting and New Ventures
23:23 The Miami Trip and Podcast Inspiration
25:52 Chemistry and Rapport: The Secret to Our Success
27:21 The Importance of Following Your Heart
28:26 Travel Tales and Family Memories
29:27 Favorite Cocktails and Wines
38:49 The Impact of AI on Writing
42:29 Living Authentically: Career Reflections
44:54 Conclusion and Farewell
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
Published on 1 year, 3 months ago
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