Late Reg - On Air with Jeff Gross - Ep. 12
1 hour 56 minutes Posted Aug 24, 2026 at 1:00 pm.
Welcome to Late Reg with Jeff Gross “JG”
Jeff & Brian Check In From Brazil
Friendship, “Saudade” & The Late Reg Podcast
Jeff Gross on Building a Successful Podcast
The Dream Guests for Late Reg
Turning 40 & Thinking About Getting Older
AI, Longevity & How Long Could We Actually Live?
Psychedelics, Health & Staying Young
Is Technology Moving Too Fast?
Phil Laak’s Video Game Addiction
Brian Rast’s Counter-Strike Obsession
Jeff Gross’ Next Chapter: Investing & Venture Capital
Poker, Risk & Managing Other People’s Money
The DraftKings Investment They PASSED ON
Jeff’s Investment Philosophy & Finding Big Opportunities
Friendship, Family & The Different Stages of Life
How Phil Laak Created “Felted”
Legendary Poker Stories, Antonio Esfandiari & Michael Phelps
Wild Trips, Shrooms & Old-School Poker Adventures
Getting Lost in the Wilderness
Why Jeff Gross Loves Padel
Ranking Padel, Racquetball, Tennis & More
Brazil, Neymar & The World Cup
Brazil’s Football Culture & Learning Portuguese
Brian Rast Speaks Portuguese
Brazil, Music, Friendship & Closing Thoughts
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Show notes
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