Jake Paul vs. Tyron Woodley odds, picks, predictions: Boxing insider reveals best bets, props

The novelty boxing craze has generated perhaps its most intriguing matchup to date as polarizing social media star Jake Paul takes on former UFC champion Tyron Woodley in an eight-round main event Sunday night. Coverage of the pay-per-view main card is set for an 8 p.m. ET start from Rocket Mortgage FieldHouse in Cleveland. Paul is riding momentum from his first-round knockout of former UFC fighter Ben Askren in April. His fourth professional boxing match sees him taking a step up in competition against Woodley, the former UFC welterweight king who is known for his devastating power.

Paul is offered as a -190 favorite (risk $190 to win $100), while Woodley comes back at +160 (risk $100 to win $160) in the latest Paul vs. Woodley odds from Caesars Sportsbook. Before making any Woodley vs. Paul picks or bets, make sure you check out the boxing predictions from SportsLine combat sports analyst Brandon Wise.

Wise, who is the combat sports editor for CBS Sports, is an experienced boxing analyst. His strong 2021 boxing record includes nailing the outcome of the much-anticipated fight between Paul and Askren. Wise told SportsLine members to expect an early knockout from Paul (-170), who delivered with a first-round overhand right against Askren (+150), who answered the count but expressed no desire to continue.

The respected combat analyst also called Jamel Herring (+105) to defeat Carl Frampton (-125) for the WBO junior lightweight title in April. Anyone who has followed Wise’s combat sports picks has seen massive returns.

Now, with Sunday’s showdown fast approaching, Wise has studied Jake Paul vs. Tyron Woodley from every angle, identified the best value in the boxing odds and released highly confident picks. Head to SportsLine to see all of his boxing picks.

Jake Paul vs. Tyron Woodley expert preview

Wise knows the stakes have never been higher for a crossover celebrity boxing match, with Paul as the catalyst for the growing interest in such matchups.

Paul (3-0), 24, has repeatedly insisted that he has turned his sole professional focus into becoming a respected professional boxer. This pursuit started with what appeared to be a one-off novelty fight against fellow YouTuber AnEsonGib in January of last year. Paul won the fight with a first-round knockout.

His subsequent highlight-reel knockout over former NBA player Nate Robinson generated even more curiosity, and Paul willingly placated the public’s appetite to see him face an opponent who had a background in combat sports in Askren. But the former Olympic wrestler turned UFC bust seemed more interested in collecting a paycheck than competing, and Paul knocked him out in the first round.

The difference in Woodley is that his competitive desire has never been questioned, despite dropping his last four UFC encounters before he was released. The 39-year-old has never boxed professionally but comes from a striking background and is noted for his lethal punching power.

Woodley knocked out a prime Robbie Lawler with one punch in July 2016 to win the welterweight title and his four successful defenses included a similar stoppage of rising prospect Darren Till.

Woodley has asserted that a dominant victory should quell the hype surrounding Paul and plant the flag for the traditional combat fans who are eager to see the social media star derailed in the boxing ring.

However, the ever-confident Paul believes a win over a respected opponent such as Woodley will raise his profile, silence his critics and pave the way for future high-profile matches.

How to make Woodley vs. Paul picks

Wise is going under on the number of rounds (3.5). He’s also locked in two other best bets, including one on who wins and a prop bet that returns almost 3-1. You can see all of his picks and analysis here.

Who wins Paul vs. Woodley? And what prop should you back for a huge return? Visit SportsLine now to see Brandon Wise’s best bets for Sunday, all from the CBS combat sports specialist who was all over Paul’s knockout of Askren, and find out.

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