How to Bet Jake Paul-Tyron Woodley Fight
Jake Paul and Tyron Woodley as set for a rematch less than four months after their first bout drew roughly half a million pay-per-view buys. Legal online sportsbooks are rolling out a plethora of promos, bonuses, and odds boosts ahead of this fight.
Below you will find our guide for How to Bet Jake Paul-Tyron Woodley Fight, including the best offers from legal online sportsbooks.

States: OH, MD, LA, CO, IL, IN, MI, NJ, PA, VA, TN, AZ, IA, WV
How to Bet Jake Paul-Tyron Woodley Fight
As Tyron Woodley looks to avenge his loss via split decision, Jake Paul will hope to prove his victory in August wasn’t just a fluke. Legal online sportsbooks have plenty of enticing offers ahead of this bout. Let’s take a look at the best of the bunch.
Barstool Sportsbook’s $1,000 Risk-Free First Bet
Barstool Sportsbook has one of the best new user promos in all of legal online sports betting, giving users insurance on their first bet with a risk-free first bet offer. New users can get up to $1,000 back in site credit if their first real-money bet loses. For example, if a bettor were to wager $750 on Tyron Woodley to win this bout, but Jake Paul wins, the bettor would receive a refund of $750 in site credit.
One of the standout elements of the Barstool Sportsbook app is the vast array of promos, odds boosts, and bonuses that are updated daily. Whether it’s a site credit boost or a unique merchandise giveaway promo, Barstool Sportsbook has some unique promos. Check back closer to the fight for the most up-to-date offers.
Click here and use promo code SOUTH1000 to get a $1,000 risk-free first bet from Barstool Sportsbook.
Bet $1, Win $100 If Paul or Woodley Lands a Punch with DraftKings Sportsbook

21+ and present in participating states. Gambling problem? Call 1-800-GAMBLER.
The best no-brainer bet for Paul vs. Woodley II comes from DraftKings Sportsbook. Any new user who registers for a sportsbook account can get a 100-1 odds boost to use on either Jake Paul or Tyron Woodley’s moneyline ahead of this rematch. The key thing to note, however is that this 100-1 odds boost is not tied to the final outcome of the bout.
Given the last-minute change of opponent and the split decision result that came in the first matchup, there’s a bit of uncertainty as to which way this fight will go. DraftKings Sportsbook is letting users Bet $1, Win $100 if either fighter lands a punch in the bout. Given that this is a boxing match, a punch will be landed, earning bettors four $25 Free Bets.
Click here to Bet $1, Win $100 if either fighter lands a punch with DraftKings Sportsbook.
Caesars Sportsbook’s $1,001 Free Bet Match and Odds Boosts
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UP TO $1,500 ON CAESARS
CAEASRS MASSACHUSETTS
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UP TO $1,250 ON CAESARS
ALL STATES (EXCEPT MA/MD/OH)
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UP TO $1,500 ON CAESARS
CAESARS MARYLAND
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UP TO $1,500 ON CAESARS
CAESARS SPORTSBOOK OHIO
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MA and OH only. 21+. New users and first wager only. Must register with eligible promo code. Bet amount of qualifying wager returned only if wager is settled as a loss. Maximum bet credit $1,500; must be used within 14 days of receipt. See caesars.com/promos for full terms. Void where prohibited. Know When To Stop Before You Start.® Gambling problem? Call 1-800-GAMBLER
Caesars Sportsbook has a sensational offer that pays out a Free Bet win or lose, making it the only such offer on this list. Any new user who signs up for a Caesars Sportsbook account can get a Free Bet that matches their first real-money wager on a market with -200 odds or longer up to $1,001, regardless of if the first bet wins or loses. The key component to this offer is that a bettor could conceivably win the first bet and still earn the Free Bet.
There are a couple of odds boosts available for this bout for all users to take advantage of. Bettors can get Jake Paul to win by KO, TKO, or DQ at boosted +205 odds. Users who believe Tyron Woodley will win the fight in Round 5 or Round 6 can get in on the action with +1400 odds.
Click on the state you plan on betting from via the list above and use promo code SOUTHRF to get a $1,001 free bet match from Caesars Sportsbook.
$1,000 Risk-Free Bet from TwinSpires

While they might not have the same name recognition as other sportsbooks on this list, TwinSpires is giving users a great risk-free first bet offer. Users who register for a TwinSpires account can get up to $1,000 back if their first real-money bet loses.
If a bettor were to wager $900 on Jake Paul to win for a second-consecutive time, but Tyron Woodley wins the bout, TwinSpires would refund the user’s account with $900 in site credit.
Click here and use promo code SATURDAY to get a $1,000 risk-free bet from TwinSpires.