| 100% | OBIE | 4 | Dustin won one in 1966 |
| 54% | OSCAR | 5 | Wayne won one in 1969 |
| 54% | OBIE | 4 | "Hamilton" won one in 2015 |
| 54% | OBIE | 4 | Streep won one in 1981 |
| 53% | OBIE | 4 | Matthew Broderick won one in 2017 |
| 53% | OSCAR | 5 | Leonardo DiCaprio won one in 2016 |
| 53% | TONY | 4 | "The Crucible" won one in 1953 |
| 53% | ESPY | 4 | Megan Rapinoe won one in 2018 |
| 53% | ACADEMYAWARD | 12 | Halle Berry won one in 2002 |
| 53% | NOBEL | 5 | 6-Across won one in 2016 |
| 52% | NATIONALTITLE | 13 | Stanford basketball won one in April 2021 |
| 51% | USTOUR | 6 | The Beatles had their last one in 1966 |
| 50% | EMMY | 4 | Julie Bowen won one in 2012 for "Modern Family" |
| 47% | OSCAR | 5 | Michelle Yeoh won one for Best Actress in 2023 |
| 46% | ESPY | 4 | Chloe Kim won one for Best Female Athlete in 2018 |
| 46% | ESPY | 4 | Alex Morgan won one for Best Female Athlete in 2019 |
| 46% | TONY | 4 | One of eight won by "Hadestown" in 2019 |
| 45% | ACES | 4 | Winning tennis serves or golf holes in one |
| 45% | BYTWO | 5 | How one must win in volleyball |
| 45% | BYTWO | 5 | How one must win in badminton |
| 45% | OBIE | 4 | Michael R. Jackson won one for "A Strange Loop" in 2020 |
| 44% | BY2 | 3 | How one must win in Ping-Pong |
| 44% | ODDS | 4 | Roughly one in 300,000,000, for winning the Mega Millions jackpot |
| 44% | ALSORAN | 7 | One who's in it but doesn't win it |
| 43% | LOTTO | 5 | Game in which one may win a jackpot |
| 43% | ADELE | 5 | Youngest to win six Grammys in one night |
| 43% | SETPOINT | 8 | In tennis, the last one to win a group of games |
| 43% | BREAKBACK | 9 | Win a game immediately after losing one's serve, in tennis |
| 43% | ADELE | 5 | Youngest performer to win six Grammys in one night |
| 43% | ADELE | 5 | Youngest singer to win six Grammys in one night |