Showtime PPV: Paul vs. Woodley Predictions, Odds and Betting Picks

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Tyron Woodley (R) speaks to media during a press conference before his cruiserweight fight against Jake Paul (L). Katelyn Mulcahy/Getty Images/AFP

Showtime Boxing returns to PPV for another highly anticipated contest between renowned content creator Jake Paul and former UFC welterweight champion Tyron Woodley. Read on for our complete betting guide taking a first look at Paul vs. Woodley, including boxing odds and our free expert boxing predictions.

Tyron Woodley vs. Jake Paul

PPV Cruiserweight Main Event Bout

Sunday, August 29, 2021 – 11:00 PM EDT at the Rocket Mortgage FieldHouse

Tyron Woodley (0-0)

Another retired martial artist and former wrestling-based fighter in Tyron Woodley has been hand-selected by Jake Paul; however, Mr Paul must’ve overlooked that Woodley owns seven career wins by knockout. Unlike his previous opponents, Paul will now square up against a fighter who can throw a punch.

Following a twelve-year career as a professional martial artist and seven of those bouts at the highest level (The Ultimate Fighting Championship), Jake Paul will feel what it’s like to be buffeted. No more playing games; Woodley will present a level of experience that Paul hasn’t yet confronted.

Of course, Woodley’s MMA career and skillset were mainly highlighted through his elite-level wrestling offense. But don’t be fooled; he didn’t entirely rely on this attribute because a powerful right-hand has finished durable legends such as Robbie Lawler.

Tyron Woodley Combat Sports Accomplishments

  • UFC Welterweight Championship (One time, four defenses)
  • UFC Knockout of the Night (One time) vs. Josh Koscheck
  • UFC Performance of the Night (Three times)
  • UFC Fight of the Night (Two times)

PPV Pick: Tyron Woodley at +155 with BetOnline (visit our BetOnline Review)

Tyron Woodley +155
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Jake Paul (3-0)

As the recognizable YouTuber, Jake Paul reaches his fourth year of boxing training; there’s no denying the progress he’s made. Now, the Ohio native will perform in his hometown state, with intentions to shock the world yet again. Following a round one knockout over former Bellator MMA champion and wrestling standout Ben Askren, Paul has now set his sights on a former UFC champion in Tyron Woodley.

The contest will mark Tyron Woodley’s debut in a boxing ring, whereas Paul owns knockout victories against AnEsonGib, Nate Robinson, and Ben Askren. Although none of these wins are significant in the boxing world, he somehow holds the boxing experience over his opponent.

Jake Paul Combat Sports Accomplishments

  • TBD

PPV Pick: Jake Paul at -185 with BetOnline

Jake Paul -185
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Jake Paul vs Tyron Woodley Early Prediction

How Can Jake Paul Win?

If we focus on the advantages Jake Paul owns heading into this content, we should probably give him a speed advantage. He will possess a clear age advantage that favors his durability, and we cannot ignore his net worth, which translates into expensive training partners and sparring sessions.

The downside for Jake, I believe he’s going to have a small window of opportunity to finish the fight. He’s yet to surpass the second round of a “professional” bout and will now encounter an opponent who’s fought twenty-five-minute contests on countless occasions.

How Can Tyron Woodley Win?

Assuming Jake Paul will initiate a gun’s blazing approach, Woodley should focus on the body shots and avoid the early onslaught. Paul hasn’t proved he has the cardio or durability to survive the entirety of a fight, and Woodley is a professional athlete with vast experience in this area. Ripping the body will slow the youngster down, earn some respect, and remove his ability to generate power.

Jake Paul vs. Tyron Woodley Betting Prediction and Picks

The available odds at Bookmakers Review opened with Jake Paul as a -135 favorite; I’m surprised the line has become so wide, but I’m willing to take this opportunistic moment to gamble on a pure-bred fighter with the power capabilities to end Jake Pauls run.

Showtime PPV Pick : Tyron Woodley to win at +155 with BetOnline

Tyron Woodley to win +155
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*The line and/or odds on picks in this article might have moved since the content was commissioned. For updated line movements, visit BMR’s free betting odds product.


· Jake Paul vs. Tyron Woodley [8-round cruiserweight main event bout]

· Amando Serrano vs Yamileth Mercado [WBC, WBO, IBO featherweight title bout]

· Daniel Dubois vs. Joe Cusumano [10-round heavyweight bout]

· Daniel Dubois vs. Joe Cusumano [10-round welterweight bout]

· Charles Conwell vs. Lucas Brian Arieal Bastida [super welterweight bout]

· Tommy Fury vs. Anthony Taylor [6-round cruiserweight bout