| 100% | ARNOLDPALMER | 12 | Golfer who had four Masters wins between 1958 and 1964: 2 wds. |
| 70% | JACKNICKLAUS | 12 | Golfer who had six Masters wins between 1963 and 1986: 2 wds. |
| 49% | TIGER | 5 | With 32-Across, golfer who had five Masters wins between 1997 and 2019 |
| 47% | JORDANSPIETH | 12 | Golfer who won both the Masters and the US Open in 2015: 2 wds. |
| 47% | JACKNICKLAUS | 12 | Golfer who won both the Masters and the US Open in 1972: 2 wds. |
| 47% | TIGERWOODS | 10 | Golfer who has won the Masters Tournament five times (2 wds.) |
| 45% | FUZZYZOELLER | 12 | Pro golfer who won the Masters his first time out and who is "catching some Z's": 2 wds. |
| 43% | SCOTTHAMILTON | 13 | American male figure skater who has won four consecutive U.S. and World Championships along with an Olympic gold medal in 1984: 2 wds. |
| 40% | JACKNICKLAUS | 12 | "Golden Bear" golfer who won the 1986 Masters at age 46: 2 wds. |
| 40% | LINA | 4 | Chinese tennis star who has won the French and Australian Opens: 2 wds. |
| 40% | JOHNWILLIAMS | 12 | Film music composer who has won 24 Grammy Awards, five Oscars, and four Golden Globes in the last six decades (2 wds.) |
| 39% | PHILMICKELSON | 13 | Golfer who won three Masters Tournaments (2 wds.) |
| 39% | VIJAYSINGH | 10 | Golfer who won both PGA Tour Player of the Year and Rookie of the Year awards: 2 wds. |
| 39% | TIGERWOODS | 10 | Golfer who won both PGA Tour Player of the Year and Rookie of the Year awards: 2 wds. |
| 39% | PATRICKREED | 11 | Golfer who won the 2018 Masters Tournament by one stroke (2 wds.) |
| 39% | BROOKSKOEPKA | 12 | Golfer who won the 2017 and 2018 U.S. Open (2 wds.) |
| 39% | BROOKSKOEPKA | 12 | Golfer who won the 2017 and 2018 U.S. Opens (2 wds.) |
| 38% | JONRAHM | 7 | Spanish golfer who won the 2023 Masters Tournament (2 wds.) |
| 38% | PEGGYFLEMING | 12 | American figure skater who has won three consecutive World Championships and an Olympic gold medal in 1968: 2 wds. |
| 37% | BRUCEDERN | 9 | Actor who had a 35-year gap between Oscar nominations for 1978's "Coming Home" and 2013's "Nebraska": 2 wds. |
| 37% | JUSTINTHOMAS | 12 | American pro golfer who won the 2017 PGA Championship, and posted a score of 59 in the same tournament: 2 wds. |
| 37% | WOODYALLEN | 10 | "Midnight in Paris" director who has won 4 Oscars as Director and as Screenwriter, out of 24 total nominations: 2 wds. |
| 37% | HILARYMANTEL | 12 | English writer who has won two Man Booker Prizes for her novels "Wolf Hall" and "Bring Up The Bodies": 2 wds. |
| 36% | TEDDYROOSEVELT | 14 | Mascot in jersey #26 who has the least overall wins (138 as of 2020) of the four main 16-Across competitors: 2 wds. |
| 36% | ABRAHAMLINCOLN | 14 | Mascot in jersey #16 who has the most overall wins (371 as of 2020) of the four main 16-Across competitors: 2 wds. |
| 36% | SALLYFIELD | 10 | Actress who had a 28-year gap between Oscar nominations for 1984's "Places in the Heart" and 2012's "Lincoln": 2 wds. |
| 36% | JENNIFERTILLY | 13 | "Liar Liar" actress who has competed in the World Series Poker several times and even won a WSOP bracelet in 2005: 2 wds. |
| 36% | JOETORRE | 8 | Yankees manager who won six pennants and four World Series: 2 wds. |
| 36% | JACKNICKLAUS | 12 | Retired golfer who has his own clothing line: 2 wds. |
| 36% | RYANMILLER | 10 | Anaheim Ducks' goaltender who has more than 300 wins with 380 wins and won a silver medal at the 2010 Winter Olympics: 2 wds. |