🎗️You Winning Life🎗️
Most people know something is holding them back. They just can't quite name it.
You Winning Life is the podcast for high-functioning people who are done settling for "fine" — hosted by Jason Wasser, LMFT, Certified NET Practitioner, and Entrepreneur Coach based in South Florida.
With 20 years working with entrepreneurs, athletes (MLB, NBA, USTA), and everyday high-achievers, Jason brings a rare blend of clinical depth and straight talk to the conversations most podcasts are too polished to have.
Each episode pulls back the curtain on the patterns, beliefs, and nervous system responses that drive your decisions — at work, in your relationships, and in your own head. Guests include psychologists, performance coaches, wellness experts, and people who've navigated real transformation.
No jargon. No toxic positivity. Just the kind of honest conversation that actually moves the needle.
Work with Jason → thefamilyroomsfl.com
🎗️You Winning Life🎗️
Latest Episodes
Ep.198- Transforming Wealth into an Ally w. The Wealth Conservancy
In this episode, Jason speaks with Myra Salzer, CFP® & Melissa Hoyer, CFP®, CPCC of The Wealth Conservancy to explore how individuals navigating inherited or sudden ...
Ep. 197-Quiet Cracking: Why We Ignore Red Flags in Careers (and How to Stop) w/Eliana Goldstein
In this episode, Jason sits down with Eliana Goldstein, a certified career and executive coach, the resident Career Coach for CBS New York Morning News, and a member of the Forbes Coaches Council. Eliana’s coaching strategi...
Ep.196- Jay Sapovits: From Marquee Jets to $5M Inked Stores – Entrepreneurship Lessons in Resilience & Growth
Today we’re sitting down with Jay Sapovits, founder and president of Inked Stores—a swag company that’s not only grown past $5 million a year in revenue, but has also built more than a thousand online stores for big names like Pen Entert...
Ep. 195: The Lost Art of Empathy with Jill Robin Payne
In this episode of You Winning Life, Jason sits down with licensed therapist, author, and creator of Bempathy®, Jill Robin Payne. With over 40 years in the mental health field, Jill has dedicated her career to helping people bui...
Ep. 194- Leadership, Language & Living Fully with Adrian Koehler
In this raw and powerful episode of You Winning Life, Jason Wasser welcomes Adrian Koehler, a high-impact executive coach and leadership trainer, to discuss the transformative power of commitment, language, and self-awareness...
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