He Made Millions Playing Poker…Then His Side Hustle Did Even Better

He Made Millions Playing Poker…Then His Side Hustle Did Even Better

From Table 1 Podcast by Table 1 Podcast

March 21, 2026 · 1h 21m

About this episode

Taylor Caby shares his journey from a college student to a successful poker player and entrepreneur.

Play Poker With the Table 1 Community New players on Phenom Poker can get a 200% deposit bonus up to $2,000. Sign up here: https://play.phenompoker.com/register?r=Table1 OR… come play with us in Las Vegas at Table 1 https://table1.vegas Taylor Caby didn’t set out to change poker. He set out to get a job. Finance degree. University of Illinois. Do well in school → get hired → make money. That was the plan. Poker was just something on the side. A few home games. $20 buy-ins. Messing around with friends. Then online poker showed up. And the first problem? He couldn’t even deposit. He asked his dad to use the credit card. Dad said yes. Mom said no. So for six months… he played freerolls. Grinding for pennies. Eventually he figured it out and loaded about $30–$35 online. That was the bankroll. Six months later? He wins a tournament for $3,000. By the end of the year: He’s made $50,000 playing online poker. In college. And within another year… He’s playing some of the biggest games on the internet. Then something bigger happened. He realized something nobody else had figured out yet: People weren’t losing because they were unlucky. They were losing because they didn’t understand the…

People in this episode

Host: Table 1 Podcast

Guest: Taylor Caby

Topics covered

  • poker
  • online gaming
  • entrepreneurship
  • training
  • finance

Keywords

  • poker
  • CardRunners
  • Taylor Caby
  • online poker
  • training site

Sponsors

Phenom Poker

Mentioned in this episode

Organizations: CardRunners

Places: Las Vegas, University of Illinois

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