Social media superstar Jake Paul will look to climb a bit closer to being viewed as a legitimate boxer this August. Paul is set to face former UFC welterweight champion Tyron Woodley in a Showtime pay-per-view headliner in Cleveland on Sunday, Aug. 29. Woodley and Paul will come face-to-face at a press conference Paul vs Woodley at 4 p.m. ET on Tuesday afternoon. Paul is coming off a knockout win over another former UFC fighter, stopping Ben Askren in less than one round in April. That win ran Paul's pro record to 3-0, all three wins coming by knockout. Paul also has stoppage wins over fellow YouTube star and former NBA star Nate Robinson. A win over Woodley would be the most meaningful win of Paul's career as he's the most accomplished striker Paul will have ever stood across the ring from.

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Woodley's UFC career came to an end after a four-fight losing skid. Prior to that bad run, Woodley established himself as one of the UFC's greatest welterweights ever, with a nearly three-year championship reign. Woodley's MMA record is 19-7-1 with seven knockout wins. It was a rare undisputed championship bout with potential pound-for-pound ramifications. But for 154-pound titleholders Jermell Charlo and Brian Castaño, there Jake Paul vs Woodley fight time would be no four-belt champion crowned when they met last Saturday in San Antonio. Instead, this exciting, tense and highly skilled junior middleweight summit ended in a disputed draw. It was a result made much more controversial upon the reveal of Nelson Vasquez's 117-111 scorecard in favor of Charlo following a close fight in which many felt Castaño had done enough to win. Charlo (34-1-1, 18 KOs), the 31-year-old native of Houston who retained his WBA, WBC and IBF titles, certainly deserves praise for a late rally that saw him sweep the final three rounds on each of the judges' scorecards.