Which Jake Paul boxing match was the most compelling fight of his career? From his viral YouTube knockout of Nate Robinson to the Netflix spectacle against Mike Tyson, rank every Paul fight that captivated the world.
1vs. Mike TysonThe November 2024 Netflix spectacle against boxing legend Mike Tyson that drew massive worldwide viewership and mainstream attention.1000pts
2vs. Tyron Woodley IIThe 2021 rematch in which Jake KO'd Woodley in round six with a vicious right hand, silencing doubters about his power.770pts
3vs. Ryan BourlandThe March 2024 San Juan bout in which Jake stopped former Golden Gloves champion Ryan Bourland in the first round and donated his purse to Puerto Rican gyms.770pts
4vs. Anderson SilvaThe 2022 fight where Jake Paul earned credibility by outboxing legendary UFC champion Anderson Silva over eight rounds.642pts
5vs. Anthony JoshuaThe December 2025 bout in which former world heavyweight champion Anthony Joshua knocked out Jake Paul in round six.582pts
6vs. Tyron Woodley IJake's 2021 eight-round split decision win over former UFC welterweight champion Tyron Woodley, proving he could go the distance.513pts
7vs. Julio César Chávez Jr.The June 2025 Anaheim fight where Jake outpointed former WBC middleweight champion Julio César Chávez Jr. over ten rounds by unanimous decision.513pts
8vs. Ben AskrenThe viral 2021 pay-per-view in which Jake knocked out former wrestling champion Ben Askren in under two minutes, shocking the sports world.342pts
9vs. Nate RobinsonThe 2020 undercard viral knockout of ex-NBA star Nate Robinson that put Jake Paul on the boxing map overnight.342pts
10vs. Andre AugustJake's December 2023 return in Orlando, where he flattened career boxer Andre August with a first-round knockout on an MVP card streamed by DAZN.342pts
11vs. Tommy FuryThe February 2023 showdown in Saudi Arabia with Tommy Fury, where Jake suffered his first professional loss by split decision despite a last-round knockdown.233pts
12vs. Mike PerryThe 2024 fight where Jake stopped unbeaten bare-knuckle champion Mike Perry in round six, showcasing real boxing improvement.233pts
13vs. AnEsonGibJake Paul's professional debut in January 2020 in Miami, where he stopped fellow YouTuber AnEsonGib in the first round on a DAZN card.0pts
14vs. Nate DiazThe 2023 grudge match against fan-favorite UFC star Nate Diaz, won by Jake via unanimous decision in a genuinely competitive bout.0pts
Photo credits
- vs. AnEsonGib — FaZe Jasper, CC BY 3.0
Comments 1
Nine fights are ranked here and one was scored 80-72, 79-73, 79-73 against a 58-year-old who sold the whole event: https://youpick.best/articles/muhammad-ali-vs-mike-tyson-ranked https://youpick.best/articles/anderson-silva-ranked-many-ways
YP
ypb-teamAug 21
