Every Jake Paul Knockout Ranked: From Askren to Woodley

Updated: October 2026

Jake Paul's knockouts are the foundation of his entire boxing identity. Before he was a pay-per-view headliner fighting Mike Tyson on Netflix, before the broken jaw and the 293-day layoff, he was "The Problem Child" putting people to sleep in highlight-reel fashion. Of his 12 professional wins, 7 have come by knockout or technical knockout — and some are far more impressive than others.

Here is every Jake Paul knockout ranked, from the routine to the devastating, using only what the record books tell us: the opponent, the round, and what the stoppage meant for his career.

7. Ryan Bourland — TKO, Round 1 (March 2024)

Jake Paul's knockout of Ryan Bourland sits at the bottom of this list, but only because the competition at the top is so strong. This was the second fight of Paul's "real boxer" phase — the campaign to prove he could beat career professionals, not just MMA stars and fellow influencers. Bourland, a career cruiserweight, was stopped in the opening round, and the result did exactly what it was supposed to do: keep the momentum rolling and set up bigger things. A routine, professional demolition.

6. AnEsonGib — TKO, Round 1 (January 2020)

The one that started it all. On his professional debut in January 2020, Paul stopped fellow YouTuber AnEsonGib in the first round. Ranking it this low is not an insult — it is simply a reflection of where both men were. Gib was not a boxer, and this was a debut between two content creators. But without this first-round statement, none of what followed happens. Every empire starts somewhere, and this was Jake Paul's.

5. Andre August — KO, Round 1 (December 2023)

If the Bourland fight was the sequel, the Andre August knockout was the opening chapter of the "real boxer" phase. August was a genuine professional fighter with a winning record, and Paul knocked him out in the first round. The message was deliberate: after the Tommy Fury loss, Paul wanted to show he belonged in the ring with actual boxers. A first-round KO against a career pro carried real symbolic weight, and it silenced a meaningful portion of his critics.

4. Nate Robinson — KO, Round 2 (November 2020)

This one is ranked on pure cultural impact. Knocking out Nate Robinson — a former NBA player and Slam Dunk Contest champion — in the second round turned Jake Paul from a YouTuber-with-a-hobby into a genuine phenomenon. The image of Robinson face-down on the canvas became one of the most viral moments in crossover boxing history. As a boxing achievement, it ranks modestly; as a career-defining moment, it is enormous.

3. Mike Perry — TKO, Round 6 (July 2024)

The Mike Perry stoppage is arguably the most underrated finish on this list. Perry is a bare-knuckle brawler with a reputation as one of the toughest men in combat sports, and Paul broke him down over six rounds before the referee stepped in. This was not a first-round flash knockout against an overmatched opponent — it was a sustained, punishing performance against a famously durable fighter. It proved Paul could maintain his power and composure deep into a fight, and it served as the perfect tune-up for the Tyson event four months later.

2. Ben Askren — TKO, Round 1 (April 2021)

Ben Askren was a former Bellator and ONE Championship champion, an Olympic wrestler, and a legitimate world-class athlete — and Paul stopped him in the very first round. The Askren knockout announced that Jake Paul was not just beating up fellow YouTubers anymore; he was dismantling elite combat-sports athletes. The speed of the finish shocked the MMA world and turned Paul from a sideshow into a serious conversation topic in both boxing and MMA. For pure statement value, only one stoppage tops it.

1. Tyron Woodley — KO, Round 6 (December 2021)

The greatest knockout of Jake Paul's career, by a mile. Their first fight in August 2021 had gone the distance, with Paul winning a split decision — and plenty of observers felt Woodley, a former UFC welterweight champion, deserved the nod. The December rematch settled everything. In round 6, Paul landed the defining punch of his career and knocked Woodley out cold, producing one of the most replayed knockouts in crossover boxing history. It was the finish that proved he could do it against a proven champion who had already seen his best. Nothing on his record comes close.

Jake Paul Knockouts by the Numbers

• Total KO/TKO wins: 7 out of 12 victories (58%)
• First-round stoppages: 4 (AnEsonGib, Askren, August, Bourland)
• Latest-round stoppage: Round 6 (Woodley rematch, Mike Perry)
• KO wins vs. MMA fighters: 4 (Robinson, Askren, Woodley x2 — Woodley was a former UFC champion)
• KO wins vs. career boxers: 2 (August, Bourland)

FAQs

How many knockouts does Jake Paul have?

Jake Paul has 7 knockout or technical knockout wins in his 12-2 professional record.

What is Jake Paul's best knockout?

The sixth-round knockout of Tyron Woodley in their December 2021 rematch is widely considered his best — a devastating finish against a former UFC champion who had already gone the distance with him once.

Has Jake Paul ever been knocked out?

Yes. Anthony Joshua knocked Paul out in round 6 on December 19, 2025, at the Kaseya Center in Miami, breaking his jaw in two places.

Who did Jake Paul knock out in the first round?

Four opponents: AnEsonGib (January 2020), Ben Askren (April 2021), Andre August (December 2023), and Ryan Bourland (March 2024).

Did Jake Paul knock out Mike Tyson?

No. Paul beat Tyson by unanimous decision on November 15, 2024, at AT&T Stadium in Texas.

Seven knockouts, seven statements. From a YouTuber debut to flattening former world champions, Jake Paul's knockout reel is the engine of his boxing fame. The question now — after the jaw surgeries and the long road back — is whether the comeback chapter will add an eighth.