Is Wrigley Field The Best Place To Bet Baseball? (Ride With Jack Settleman)

Last Updated: Aug 11, 2021

On this episode of Ride With Jack, Jack heads to the historic Wrigley Field in Chicago to make some baseball wagers. Will his Chicago Cubs bets cash? Watch Ride With Jack to find out!

Is Wrigley Field The Best Place To Bet Baseball? (Ride With Jack Settleman)

  • Jack heads to the Friendly Confines to catch an NL Central showdown between the Cincinnati Reds and Chicago Cubs.
  • Jack polls the crowd for their thoughts on a first 5 innings bet and whether Kris Bryant will hit a homer.
  • See how the game unfolds and whether Jack’s prop bets hit!

0:00 Ride With Jack
1:13 What the fans think
2:46 The game
4:07 Take me out to the ball game

Want more Ride With Jack? Check out some of the other recent bets he’s made and how they’ve played out:


Jack Settleman

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