You Winning Life Podcast — Therapy & Coaching With Jason
Conversations from the You Winning Life Podcast become real-world growth through confidential therapy and coaching. Work directly with Jason to build clarity, stronger relationships, emotional steadiness, and aligned personal and professional growth.
From Insight to Action — Taking the Next Step Beyond the Podcast
The You Winning Life Podcast explores psychology, relationships, mindset, and integrative mind-body approaches to personal growth and performance. When listeners recognize themselves in these conversations, many choose to take the next step by working privately with Jason through therapy or coaching.
Private sessions offer a focused, collaborative, and structured space to translate insight into meaningful life change — with the guidance of a licensed professional who understands high-functioning, growth-oriented individuals and couples.
Who This Work Is For
Individuals functioning well yet seeking clarity, resilience, and emotional steadiness
Couples improving communication, trust repair, and relational patterns
Entrepreneurs, leaders, and high achievers wanting grounded decision-making
Artists, musicians, and creative professionals navigating visibility, performance, and inner work
Ways to Work With Jason
Therapy — Teletherapy for Individuals & Couples
Confidential virtual therapy with an integrative, evidence-informed approach.
Available in Florida, Georgia, and New Jersey
Secure online sessions
Emotion regulation • communication growth • nervous-system awareness
Coaching & Consulting
Action-oriented coaching for high-achievers, founders, and performance-driven creatives.
Available worldwide
Goal-driven clarity + accountability
Sustainable growth and aligned strategy
Artists, Musicians & Creative Professionals
Support for touring and recording artists, songwriters, and creative professionals navigating pressure, identity, community, and the emotional realities of a public-facing life.
Aligned with Shevet Collective’s focus on artists and spiritual creatives
Emotional and relational support around career, calling, and visibility
Teletherapy in FL, GA & NJ • Coaching for artists worldwide
Featured Podcast Episodes
Ep. 14 — Rick Sapio: Making Your Life a Magic Carpet Ride
Rick Sapio explores values, purpose, and living a life that feels like a “magic carpet ride.”
Listen Now
Ep. 155 — Jason Portnoy: From Silicon Valley Porn Star to Fulfillment
A raw conversation about addiction, shame, identity, and rebuilding a meaningful life.
Listen Now
Ep. 150 — Ryan Serhant on Self-Awareness, Consistency & Owning Manhattan
High-stakes real estate, Netflix, and the inner work behind confidence, consistency, and brand.
Listen Now
Ep. 149 — Joe De Sena: Be Ready for Anything
Spartan Race founder on grit, discomfort, resilience, and building a life that can handle impact.
Listen Now
Whether you’re exploring therapy, considering coaching, or simply connecting with the conversations on the podcast — you’re welcome here. Submit a brief inquiry and we’ll help you determine the best next step, with no pressure or obligation.
Contact Jason — Start Here