| Embarrassment | Team/Player | Sport |
| 0-4 in Super Bowls from 1991-1994 | |
| Went 23-141 over 2 seasons in early '90s | |
| All time interception leader with 317 (40 more than next highest) | |
| 37 straight road losses in an 8 win season | |
| Lost 1999 Open Championship despite 3 shot lead on final hole | |
| 246-440-88 record in first ten seasons | |
| 38-115 in 1935 in Babe Ruth's last season | |
| 80 straight losses from 1989-1998 | |
| 4 completions, 4 interceptions in Super Bowl XII | |
| 5 wild pitches in 3rd inning of 2000 NLDS Game 1 | |
| 'Lost to a girl' (Billy Jean King) in 'The Battle of the Sexes' | |
| Received 73 game suspension for role in a 2004 fight | |
| Drafted #2 overall, retired with 50.0 QB passer rating | |
| Finished 84 games out of first in 1899 | |
| Went 9-73 in 1972-73 season | |
| Suspended 50 games on May 7, 2009 for drugs | |
| 9 wins and 32 points in 1980-81 | |
| 40 years without consecutive winning seasons | |
| 1 career home run in 3,379 at bats | |
| 100+ years without winning the World Series | |
| ACC record 28 game losing streak, 1958-60 | |
| Last in division 10 times in first 10 seasons | |