Tyron Woodley works out
FILE - In this Nov. 9, 2016, file photo, Tyron Woodley works out ahead of his UFC 205 mixed martial arts bout against Stephen Thompson during an open workout at Madison Square Garden in New York. Mixed martial arts and boxing are back in business in Nevada. The Nevada Athletic Commission unanimously agreed during a teleconference Wednesday, May 27, 2020, to allow two UFC events and two Top Rank boxing shows in Las Vegas over the next two weeks. The UFC show Saturday, May 30, will be headlined by former welterweight champion Woodley facing Gilbert Burns. (AP Photo/Julio Cortez, File)


On Sunday, August 29 at Cleveland’s Rocket Mortgage Field House, two emerging fighters will clash in one of boxing’s most anticipated matchups of this year. Coming off a 1st round knockout win over Ben Askren in April, Jake “Problem Child” Paul, the controversial former Disney actor and YouTube-sensation, currently 3-0 in his fledgling boxing career, will take on “The Chosen One” Tyron Woodley, a former UFC welterweight champion, making his boxing debut

A two-time All-American wrestler at the University of Missouri, Woodley emerged into StrikeForce and then the UFC as a more complete fighter with surprising striking ability and athleticism that will make him a difficult opponent for Paul, despite his inexperience as a boxer. Woodley’s inexperience is likely why Paul is a significant oddsmaker favorite going into the fight. The much-anticipated battle will air on Showtime Pay Per View in the United States.

Barstool Sportsbook is the official betting partner for this event, however plenty of other sites are taking wagers for this weekend’s event including BetMGM.com, sportsbook.fanduel.com and sportsbook.draftkings.com. Current odds from these three sportsbooks on the fight’s outcome are as follows:

FanDuel Odds:
Jake Paul -215
Tyron Woodley +164

DraftKings Odds:
Jake Paul -210
Tyron Woodley +170

BetMGM Odds
Jake Paul -200
Tyron Woodley +160

This means it would take a bet of $215 on a Paul victory to win $100, while a $100 wager on Woodley would bring back $164 if you place a bet on FanDuel, should he pull off the upset.

There are also numerous prop bets to make Fight Night more interesting, including:

  • The Primary Color of Jake Paul’s trunks (Gold/Yellow is the favorite at 2/1)
  • Which fighter(s) will be wearing a hood while walking to the ring
  • Will they touch gloves? (No is a heavy favorite here.) 

There are also plenty of bets available based on how the bout will end. Fight fans can attempt to accurately guess not only who will win, but in what round and by what method (Knockout/TKO/Disqualification, etc.). Additionally, there are bets available on the duration of the fight – whether it will go the scheduled distance, or whether it will end in the first 60 seconds, who has the higher percentage of punches landed, who does or doesn’t get knocked down, who gets knocked unconscious, who bleeds – and what part of their face bleeds first (yes, you read that correctly).

If you have a ‘gut feeling’ about some of these prop bets (or just an instinct of who the winner might be), it might improve your enjoyment of the fight to lay a few casual bets down before Sunday and then gather that night to watch the fight with friends. It adds a lot of entertainment and smack-talk for a group watching a night of boxing when there are a few side bets involved. A super-hyped bout like this weekend’s will likely provide plenty of thrills and memorable moments and they might prove even more memorable if you can make your picks click and then rub your winnings in your friends’ faces!

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