In this episode of Surfing the Quicksand, Kathy Vines is joined by leadership coach and writer Gina des Cognets for a thoughtful conversation about redefining success, navigating values conflict, and letting go of expectations that no longer fit our lives.
Together, they explore how many high-achieving women were rewarded for overgiving earlier in their careers, and how those same behaviors can quietly lead to burnout in midlife. Their discussion of similar experiences sparked a deeper reflection on boundaries, self-trust, and what success actually means now.
Gina offers a powerful reframe: success isn’t about titles, promotions, or “crushing it” anymore. It’s about autonomy, alignment, and the ability to choose. Whether that choice is attending a child’s game, having coffee with a partner, or simply deciding how to spend your day, defining success on your own terms can be both grounding and freeing.
The conversation also touches on gratitude as a stabilizing practice, practical tools for facing procrastination (including “Eat the Frog”), and the importance of movement, creativity, and time in nature as ways to reset when life feels overwhelming.
This episode is an invitation to pause, reflect, and ask: What does success look like for me now, and what am I allowed to let go of?
Key Takeaways
Generosity without boundaries isn’t sustainable.
What once helped you succeed can eventually drain you if it isn’t re-evaluated.
Discomfort often signals a values conflict.
When two important values collide, clarity—not guilt—is what’s needed.
Your definition of success is allowed to evolve.
Midlife invites a conscious re-write of what “success” really means.
Time autonomy is a legitimate measure of success.
Choosing how and when you show up matters as much as titles or status.
Momentum beats motivation.
Simple tools like “Eat the Frog” and built-in rewards reduce procrastination.
Recharge requires getting out of your head.
Movement, nature, and creativity restore energy and perspective.
Mentions and Resources
Gina’s website: www.leadwithgina.com
Substack - https://leadwithgina.substack.com/
Eat the Frog: https://amzn.to/4j0d0CI
About Gina des Cognets
Gina des Cognets is an organizational development advisor and executive leadership coach for growth-oriented companies, helping C-suite leaders and high-performing teams navigate complexity and lead with authenticity. After two decades building organizational cultures and developing leaders at Strava, Boston Beer Company, and Dartmouth's Tuck School of Business, Gina launched her own practice, Lead with Gina. She partners with C-suite executives to design and deliver impactful organizational development programs and provides fractional talent development support—bringing a distinctive ability to diagnose team dynamics in real time and create the conditions for leaders to shift from siloed thinking to a unified "first-team" mindset. She's also co-founder of The T'Collective, a fractional executive network, and serves on the Norwich School Board. Gina holds an EdD in Leadership and Learning in Organizations from Vanderbilt, an MBA from Tuck, and has completed advanced coaching courses with Co-Active, Tara Mohr, and Designing Your Life. When she's not working with leaders, you'll find her trail running in Vermont or dancing in her kitchen with her husband and two teenage daughters.