Last Update: 19th December 2025
| Date | Event | Bet Selection | Bet Type | Status | Stake | Return | P/L | Money Line | Win Probability |
|---|---|---|---|---|---|---|---|---|---|
| 19-Dec-2025 | Jake Paul vs Anthony Joshua | Jake Paul to beat Anthony Joshua | Single | Lost | $200,000 | $0 | $-200.00K | 720 | 12.2% |
| 15-Nov-2024 | Paul vs Tyson | Mike Tyson To Beat Jake Paul | Single | Lost | $355,000 | $0 | $-355.00K | 185 | 35.1% |
| 18-May-2024 | Fury vs Usyk | Tyson Fury to beat Oleksandr Usyk | Single | Lost | $565,000 | $0 | $-565.00K | -130 | 56.5% |
| 08-Mar-2024 | Joshua vs Ngannou | Francis Ngannou to beat Anthony Joshua | Single | Lost | $615,000 | $0 | $-615.00K | 210 | 32.3% |
| 14-Oct-2023 | Logan Paul vs Dillon Danis | Logan Paul to win by KO against Dillon Danis | Single | Won | $850,000 | $1,351,500 | $501.50K | -169 | 62.9% |
| 05-Aug-2023 | Jake Paul vs Nate Diaz | Nate Diaz to beat Jake Paul | Single | Lost | $250,000 | $0 | $-250.00K | 300 | 25.0% |
| 22-Apr-2023 | Gervonta Davis vs Ryan Garcia | Gervonta Davis to beat Ryan Garcia | Single | Won | $1,000,000 | $1,380,000 | $380.00K | -263 | 72.5% |
| 22-Apr-2023 | Gervonta Davis vs Ryan Garcia | Gervonta Davis to win in Round 3 against Ryan Garcia | Single | Lost | $15,000 | $0 | $-15.00K | 1700 | 5.6% |
| 22-Apr-2023 | Gervonta Davis vs Ryan Garcia | Gervonta Davis to win in Round 2 against Ryan Garcia | Single | Lost | $15,000 | $0 | $-15.00K | 2100 | 4.5% |
| 22-Apr-2023 | Gervonta Davis vs Ryan Garcia | Gervonta Davis to win in Round 1 against Ryan Garcia | Single | Lost | $15,000 | $0 | $-15.00K | 2500 | 3.8% |
| 26-Feb-2023 | Jake Paul vs Fury | Jake Paul to win by KO against Tommy Fury | Single | Lost | $400,000 | $0 | $-400.00K | 260 | 27.8% |
| Rank | Entity | Event | Date | Bet | Money Line | Win Probability | Stake | Loss |
|---|---|---|---|---|---|---|---|---|
| 1# | Tyson Fury | Fury vs Usyk | 18-May-2024 | Tyson Fury to beat Oleksandr Usyk | -130 | 56.5% | $565,000 | -$565,000 |
| Entity Name | On to Win – Bets | Against – Bets | Total P&L | ||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Bets | W/L | Win % | Stake | Return | P/L | Bets | W/L | Win % | Stake | Return | P/L | ||
| Logan Paul | 1 | 1/0 | 100.0% | $850.00K | $1.35M | $501.50K | - | - | - | - | - | - | $501.50K |
| Dillon Danis | - | - | - | - | - | - | 1 | 1/0 | 100.0% | $850.00K | $1.35M | $501.50K | $501.50K |
| Gervonta Davis | 4 | 1/3 | 25.0% | $1.05M | $1.38M | $335.00K | - | - | - | - | - | - | $335.00K |
| Ryan Garcia | - | - | - | - | - | - | 4 | 1/3 | 25.0% | $1.05M | $1.38M | $335.00K | $335.00K |
| Nate Diaz | 1 | 0/1 | 0.0% | $250.00K | $0.00 | $-250.00K | - | - | - | - | - | - | $-250.00K |
| Mike Tyson | 1 | 0/1 | 0.0% | $355.00K | $0.00 | $-355.00K | - | - | - | - | - | - | $-355.00K |
| Tommy Fury | - | - | - | - | - | - | 1 | 0/1 | 0.0% | $400.00K | $0.00 | $-400.00K | $-400.00K |
| Tyson Fury | 1 | 0/1 | 0.0% | $565.00K | $0.00 | $-565.00K | - | - | - | - | - | - | $-565.00K |
| Oleksandr Usyk | - | - | - | - | - | - | 1 | 0/1 | 0.0% | $565.00K | $0.00 | $-565.00K | $-565.00K |
| Francis Ngannou | 1 | 0/1 | 0.0% | $615.00K | $0.00 | $-615.00K | - | - | - | - | - | - | $-615.00K |
| Anthony Joshua | - | - | - | - | - | - | 2 | 0/2 | 0.0% | $815.00K | $0.00 | $-815.00K | $-815.00K |
| Jake Paul | 2 | 0/2 | 0.0% | $600.00K | $0.00 | $-600.00K | 2 | 0/2 | 0.0% | $605.00K | $0.00 | $-605.00K | $-1.21M |
| TOTALS | 11 | 2/9 | 18.2% | $4.28M | $2.73M | $-1.55M | 11 | 2/9 | 18.2% | $4.28M | $2.73M | $-1.55M | $-3.10M |
Note: In cases where Drake bet on the outcome of a multi-entity competition or selection — such as a race, award, or NBA Conference winner — there isn't a single, opposing entity to attribute an 'against' bet to. As a result, the profit and loss from these types of bets won't be reflected in the 'Bet Against' P&L column, and the totals may not align exactly with his overall profit and loss.
| Rank | Date | Event | Bet Selection | Bet Type | Status | Stake | Return | P/L | Money Line | Win Probability |
|---|---|---|---|---|---|---|---|---|---|---|
| 1# | 14-Oct-2023 | Logan Paul vs Dillon Danis | Logan Paul to win by KO against Dillon Danis | Single | Won | $850,000 | $1,351,500 | $501.50K | -169 | 62.9% |
| 2# | 22-Apr-2023 | Gervonta Davis vs Ryan Garcia | Gervonta Davis to beat Ryan Garcia | Single | Won | $1,000,000 | $1,380,000 | $380.00K | -263 | 72.5% |
| 3# | 22-Apr-2023 | Gervonta Davis vs Ryan Garcia | Gervonta Davis to win in Round 3 against Ryan Garcia | Single | Lost | $15,000 | $0 | $-15.00K | 1700 | 5.6% |
| 4# | 22-Apr-2023 | Gervonta Davis vs Ryan Garcia | Gervonta Davis to win in Round 2 against Ryan Garcia | Single | Lost | $15,000 | $0 | $-15.00K | 2100 | 4.5% |
| 5# | 22-Apr-2023 | Gervonta Davis vs Ryan Garcia | Gervonta Davis to win in Round 1 against Ryan Garcia | Single | Lost | $15,000 | $0 | $-15.00K | 2500 | 3.8% |
| 6# | 19-Dec-2025 | Jake Paul vs Anthony Joshua | Jake Paul to beat Anthony Joshua | Single | Lost | $200,000 | $0 | $-200.00K | 720 | 12.2% |
| 7# | 05-Aug-2023 | Jake Paul vs Nate Diaz | Nate Diaz to beat Jake Paul | Single | Lost | $250,000 | $0 | $-250.00K | 300 | 25.0% |
| 8# | 15-Nov-2024 | Paul vs Tyson | Mike Tyson To Beat Jake Paul | Single | Lost | $355,000 | $0 | $-355.00K | 185 | 35.1% |
| 9# | 26-Feb-2023 | Jake Paul vs Fury | Jake Paul to win by KO against Tommy Fury | Single | Lost | $400,000 | $0 | $-400.00K | 260 | 27.8% |
| 10# | 18-May-2024 | Fury vs Usyk | Tyson Fury to beat Oleksandr Usyk | Single | Lost | $565,000 | $0 | $-565.00K | -130 | 56.5% |
| 11# | 08-Mar-2024 | Joshua vs Ngannou | Francis Ngannou to beat Anthony Joshua | Single | Lost | $615,000 | $0 | $-615.00K | 210 | 32.3% |