| Winner of a pea-preparing contest? | 34 |
| Winner of a popular TV talent show | 34 |
| Winner of a record 82 P.G.A. Tour events | 40 |
| Winner of a record 82 PGA tournaments | 37 |
| 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 titles | 36 |
| 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 Derby and Preakness: 1936 | 35 |
| 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 five AL batting titles | 32 |
| Winner of five consecutive Wimbledons | 37 |
| Winner of five straight Wimbledons | 34 |
| 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 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 nine Grand Slam titles | 32 |
| Winner of over 100 Pulitzer Prizes, briefly | 43 |
| Winner of seven straight NCAA hoops championships | 49 |
| Winner of seven tennis majors in the 1920s | 42 |
| Winner of several O. Henry Awards | 33 |
| Winner of Super Bowls III and IV | 32 |
| Winner of the "Thrilla in Manila" | 43 |
| Winner of the 1938 Nobel Prize in Physics | 41 |
| Winner of the 1976 ABA Slam Dunk contest | 40 |
| Winner of the 1976 Pulitzer Prize for Music | 43 |
| Winner of the 1986 PGA Championship | 35 |
| Winner of the 2000 "subway series" | 44 |
| Winner of the 2000 Golden Globe for Best Director | 49 |
| Winner of the 2004 Razzie Award for Worst Actress | 49 |
| Winner of the 2005 Best Picture Oscar | 37 |
| Winner of the 800-meter run: 1980 | 33 |
| Winner of the first Nobel Prize in Physics, 1901 | 48 |
| Winner of the first slam dunk contest | 37 |
| Winner of the first World Cup: Abbr. | 36 |
| Winner of the most French Open singles titles | 45 |
| Winner of the popular vote in 1876 | 34 |
| Winner of three Grand Slam events | 33 |
| Winner of three Pulitzer Prizes for Drama | 41 |
| Winner of two Emmys as Denny Crane | 34 |
| Winner of two legs of the Triple Crown in 1972 | 46 |
| Winner of two Oscars and two Tonys | 34 |
| Winner of Wimbledon for five consecutive years | 46 |
| Winner of Worst Actress Razzies in 1982 and 1983 | 48 |
| Winner over Blaine (1884) and Harrison (1892) | 45 |
| Winner over NYY in the 2001 World Series | 40 |
| Winner over the Patriots in Super Bowl XXXI | 43 |
| Winner's ''tour'' | 37 |
| Winner's prize in a programming competition? | 48 |
| Winner's shocking confession | 32 |
| Winner's startling admission | 32 |
| Winner, claimed the 11/3/48 Chicago Tribune | 43 |
| Winners can be determined by one | 32 |
| Winners of some televised singing competitions | 46 |
| Winners of Super Bowls XXXII and XXXIII | 39 |
| Winners of the 2013-14 Premiership, for short | 45 |
| Winners of the second World Series | 34 |
| Winnie the Pooh creator's monogram | 38 |
| Winnie ___ (Wiley Post's plane) | 35 |
| Winnie-the-Pooh's donkey friend | 35 |
| Winnie-the-Pooh's favorite food | 35 |
| Winnie-the-Pooh's favorite nosh | 35 |
| Winning "Hollywood Squares" line | 42 |
| Winning all the games in a series | 33 |
| Winning an Olympic gold medal, for some | 39 |
| Winning an Oscar, Emmy and Tony, e.g. | 37 |
| Winning coach at the 2008 Final Four | 36 |
| Winning coach at the first two Super Bowls | 42 |
| Winning coach of the first two Super Bowls | 42 |
| Winning combo on "Hollywood Squares" | 46 |
| Winning hand after hand, in poker | 33 |
| Winning line in a kids' game | 32 |
| Winning line on "Tic Tac Dough" | 41 |
| Winning manager in 1978 World Series | 36 |
| Winning manager of the 1980 World Series | 40 |
| Winning manager of the 2005 World Series | 40 |
| Winning margin of a horse race, perhaps | 39 |
| Winning pitcher: 1984 All-Star game | 35 |
| Winning player in Super Bowl XXXIV | 34 |
| Winning quarterback in Super Bowl XI | 36 |
| Winning quarterback of Super Bowls VII and VIII | 47 |
| Winning roll at Caesar's palace? | 36 |
| Winning sch. in the second Sugar Bowl | 37 |
| Winning smile, great personality and the like | 45 |
| Winning Super Bowl III coach Ewbank | 35 |
| Winning Super Bowl III quarterback | 34 |
| Winning Super Bowl XXXVII gridder | 33 |
| Winning team in the Pine Tar Incident | 37 |