In this episode of 20 Year Timeout, I reconnect with Anthony Fuller, an athlete, risk analyst, musician, and the son of a jazz legend whose life and friendships shaped generations of music.

Anthony and I had not truly connected since high school. In this real time reunion, the conversation moves freely across memory, identity, creativity, and personal growth. We talk about growing up in Worcester, elite sports, music legacy, financial careers, fatherhood, generational trauma, and the questions that shape who we become over time.

Anthony shares remarkable stories about his father’s athletic discipline, life on the jazz circuit, and growing up in a multigenerational, multicultural household influenced by some of the greatest musicians of all time. From football and academics to risk management, mentorship, and creative healing through music, this conversation is thoughtful, wide ranging, and deeply human.

This episode captures what 20 Year Timeout is all about: rediscovering people from the past and learning who they are now.

Topics include

• Growing up in Worcester and early identity
• Being raised by a jazz musician
• Sports, discipline, and confidence
• Creativity, music, and performance
• Risk management and financial careers
• Mentorship, education, and fatherhood
• Curiosity, trauma, and personal reinvention

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20 Year Timeout is a podcast where I reconnect with people I have not spoken to in over twenty years to see what time has done to our stories.

Listen & Watch Here:
https://open.spotify.com/show/7Aa3P0QSufFWzgbUSOtUTB

https://podcasts.apple.com/us/podcast/20-year-timeout/id1862794471

https://www.youtube.com/@richmarksthespot