You Winning Life

About 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

Publisher

Jason Wasser, LMFT

Category

business · education · health & fitness

Language

en

Explicit

Yes

First episode

1 Jul 2019

Latest episode

1 Jan 2026

Latest episodes

202 episodes in the feed.

1. 

   1 Jan 2026

   Ep.198- Transforming Wealth into an Ally w. The Wealth Conservancy

   Jason interviews Myra Salzer, CFP®, and Melissa Hoyer, CFP®, CPCC, about transforming inherited wealth into an ally by aligning values with financial decisions.

2. 

   8 Sept 2025

   Ep. 197-Quiet Cracking: Why We Ignore Red Flags in Careers (and How to Stop) w/Eliana Goldstein

   Host Jason interviews certified career coach Eliana Goldstein about recognizing and overcoming "quiet cracking" in careers to foster professional growth.

3. 

   2 Sept 2025

   Ep.196- Jay Sapovits: From Marquee Jets to $5M Inked Stores – Entrepreneurship Lessons in Resilience & Growth

   Host [Host Name] interviews Jay Sapovits, founder of Inked Stores, about his entrepreneurial journey of resilience and growth from Marquee Jets to $5 million in revenue.

Who has been a guest on You Winning Life

Names identified in recent episode analyses. Showing up to five guests.

• Myra Salzer
• Melissa Hoyer
• Eliana Goldstein
• Jay Sapovits
• Jill Robin Payne

Reach and audience

Public platform figures. Ratings count people who left a rating, not total listeners.

Apple Podcasts (US)

5.0 / 5

102 ratings

Spotify

5.0 / 5

5 ratings

Contact You Winning Life

Guest appearances

Does not typically book guests

Based on episode analysis; this does not confirm that the show is currently accepting guests.