| Winner of 12 NCAA basketball championships | 42 |
| Winner of 14 tennis majors in the 1990s | 39 |
| Winner of 159 electoral votes in 1996 | 37 |
| Winner of 16 Grammys | 20 |
| Winner of 17 electoral votes | 28 |
| Winner of 1865 | 14 |
| Winner of 1948 | 14 |
| Winner of 1968 and 1972 | 23 |
| Winner of 2.7% of the 2000 presidential vote | 44 |
| Winner of 200 NASCAR races | 26 |
| Winner of 2008 | 14 |
| Winner of 2009's Best Supporting Actress Oscar for "Precious" | 75 |
| Winner of 26 Oscars | 19 |
| Winner of 324 baseball games | 28 |
| Winner of 37 medals at the Vancouver Winter Olympics | 52 |
| Winner of 49 Pulitzer Prizes | 28 |
| Winner of 81 P.G.A. Tour victories | 34 |
| Winner of 81 PGA tournaments | 28 |
| Winner of 82 PGA Tour events | 28 |
| Winner of 82 PGA Tour tournaments | 33 |
| Winner of 82 PGA tournaments | 28 |
| Winner of a 1925 intercollegiate crossword championship | 55 |
| Winner of a 1944 Pulitzer | 25 |
| Winner of a 1970s-'80s war | 30 |
| Winner of a 2008 Pulitzer Prize Special Citation for his "profound impact on popular music and American culture" | 122 |
| Winner of a belt | 16 |
| Winner of a career Grand Slam in tennis | 39 |
| Winner of a famous 1938 rematch | 31 |
| Winner of a Fox talent show beginning in 2002 | 45 |
| Winner of a landmark 1966 Supreme Court decision | 48 |
| Winner of a noted 1978 Supreme Court case | 41 |
| Winner of a pea-preparing contest? | 34 |
| Winner of a popular TV talent show | 34 |
| Winner of a posthumous Pulitzer | 31 |
| Winner of a posthumous Pulitzer for "A Death in the Family" | 69 |
| Winner of a race | 16 |
| Winner of a record 82 P.G.A. Tour events | 40 |
| Winner of a record 82 PGA tournaments | 37 |
| Winner of a sci-fi award? | 25 |
| Winner of a state contract, perhaps | 35 |
| Winner of a Tony and an Oscar for the same role | 47 |
| Winner of all four Grand Slam singles events in tennis | 54 |
| Winner of all four Grand Slam titles | 36 |
| Winner of all four majors | 25 |
| Winner of all four majors in tennis | 35 |
| Winner of America's Cup: 1967, 1970 | 39 |
| Winner of an annual "posedown" | 40 |
| Winner of an Indianapolis race, e.g. | 36 |
| Winner of an NHL rookie award at age 18 | 39 |
| Winner of at least one Grand Slam event every year from 1974 to 1986 | 68 |
| Winner of back-to-back Oscars | 29 |
| Winner of Derby and Preakness: 1936 | 35 |
| Winner of dual Worst Actress Razzies for "I Know Who Killed Me" | 73 |
| Winner of eight consecutive M.V.P. awards | 41 |
| Winner of eight gold medals in 2008 | 35 |
| Winner of eight gold medals in track and field | 46 |
| Winner of eight Grand Slam titles as a teen | 43 |
| Winner of eight Grand Slam tournaments | 38 |
| Winner of eight Norris Trophies | 31 |
| Winner of eight Tonys for 2003 | 30 |
| Winner of five 1965 Oscars | 26 |
| Winner of five AL batting titles | 32 |
| Winner of five consecutive Wimbledons | 37 |
| Winner of five dogfights | 24 |
| Winner of five gold medals at the '88 Olympics | 50 |
| Winner of five gold medals at the 1980 Winter Olympics | 54 |
| Winner of five of six A.L. batting titles from 1983 to 1988 | 59 |
| Winner of five straight Wimbledons | 34 |
| Winner of four 1996 Tony Awards | 31 |
| Winner of four Australian Opens | 31 |
| Winner of four consecutive Emmys for his sitcom role as a prosecutor | 68 |
| Winner of four consecutive French Open titles | 45 |
| Winner of four consecutive U.S. Open titles | 43 |
| Winner of four gold medals at the Berlin Olympics | 49 |
| Winner of four gold medals in 1936 | 34 |
| Winner of four New Age Grammys | 30 |
| Winner of four Oscars for musical scores | 40 |
| Winner of four Outstanding Comedy Series Emmys | 46 |
| Winner of four straight U.S. Opens, 1975-'78 | 48 |
| Winner of gold in four consecutive Olympics, 1956-68 | 52 |
| Winner of more than 30 Grammys | 30 |
| Winner of more than half of all the World Puzzle Championships | 62 |
| Winner of nine 2011 Tonys | 25 |
| Winner of nine Emmys in 1977 | 28 |
| Winner of nine golf majors | 26 |
| Winner of nine Grand Slam titles | 32 |
| Winner of over 100 Pulitzer Prizes, briefly | 43 |
| Winner of screenwriting Oscars for the three quoted films | 57 |
| Winner of seven batting titles | 30 |
| Winner of seven Emmy awards | 27 |
| Winner of seven Emmys | 21 |
| Winner of seven French Opens | 28 |
| Winner of seven straight NCAA hoops championships | 49 |
| Winner of seven tennis majors in the 1920s | 42 |
| Winner of seven Tonys | 21 |
| Winner of seven Tonys in 1980 | 29 |
| Winner of several O. Henry Awards | 33 |
| Winner of six Emmys and a Tony | 30 |
| Winner of six Grammys in 2012 | 29 |
| Winner of six U.S. Opens | 24 |