| Clue | Bobby... |
| Hall of Fame driver who won 84 NASCAR Sprint Cup races and was the 1983 champion | |
| Won two national championships in his 34 years as Florida State's head football coach | |
| Former Giants All-Star outfielder with five 30 home run-30 steal seasons- just like his son | |
| Knighted footballer who played over 600 games for Manchester United (1954-1973) | |
| Flyers Hall of Fame center who was a three-time NHL MVP in the 1970s | |
| Braves manager with the fourth-most wins (and most ejections) in MLB history | |
| One of three men named to the College Football Hall of Fame as both a player and a coach | |
| Hall of Fame second baseman for the Red Sox, who retired his #1 uniform | |
| Reclusive chess grandmaster who won 1956's 'Game of the Century' as a 13-year-old | |
| A seven-time league leader in goals, both he and his son are NHL Hall of Fame wingers | |
| | Clue | Bobby... |
| Won 13 major golf tournaments and the 1930 grand slam, then retired that year at age 28 | |
| Controversial Basketball Hall of Famer who coached Army, Indiana, and Texas Tech | |
| 2000 NASCAR Winston Cup champion; his brother Terry was the 1984 and 1996 champion | |
| Former two-time ECW World Champion wrestler who is now a mixed martial artist in Strikeforce | |
| Pro and College Football Hall of Fame quarterback best-known for his stint with the Lions | |
| Boston Bruins Hall of Famer considered by many to be the greatest defenseman ever | |
| Three-time CART champion and 1986 Indy 500 winner; now co-owns a team with David Letterman | |
| Won a Wimbledon and two U.S. Opens, then lost to Billie Jean King in the 'Battle of the Sexes' | |
| English Football Hall of Famer; played on the national team, then coached it in the '86 and '90 World Cups | |
| Three-time All-Star outfielder who hit the 'Shot Heard 'Round the World' home run in 1951 | |
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