| Host | |
| Alex Trebek | |
| Contestants | |
| see below | |
| Announcer | |
| Johnny Gilbert | |
| Broadcast | |
 | |
| Packager | |
| Sony Pictures Television | |
Contestants[]
- Alyssa Milano (actress)
- Gil Bellows (actor)
- Kari Wuhrer (actress)
- Catherine Bell (actress)
- Shannon Sharpe (tight end from the Denver Broncos)
- Holly Robinson Peete (actress)
- Richard Kind (actor)
- Camryn Manheim (actress)
- Michael McKean (Grammy winner)
- Steve Harris (actor)
- Wendie Malick (actress)
- Mike Farrell (actor)
- Graham Nash (singer-songwriter)
- Jane Seymour (actress)
- Garry Marshall (actor, TV producer and movie director)
Game Summary[]
| Game | Air Date | Name | Score | Name | Score | Name | Score | Detail |
|---|---|---|---|---|---|---|---|---|
| 1 | May 17, 1999 | Kari Wuhrer | $1,600 | Gil Bellows | $16,200 | Alyssa Milano | $3,400 | # |
| 2 | May 18, 1999 | Holly Robinson Peete | $0 | Shannon Sharpe | $4,999 | Catherine Bell | $0 | # |
| 3 | May 19, 1999 | Michael McKean | $15,400 | Camryn Manheim | $1 | Richard Kind | $12,400 | # |
| 4 | May 20, 1999 | Mike Farrell | $10,400 | Wendie Malick | $1,200 | Steve Harris | $0 (-$1,900) |
# |
| 5 | May 21, 1999 | Garry Marshall | $2,600 | Jane Seymour | $0 (-$200) |
Graham Nash | $3,300 | # |
Trivia[]
- Michael McKean later appeared in 2006 Celebrity Jeopardy! and 2009-2010 Jeopardy! Million Dollar Celebrity Invitational.
List[]
| 1992 | 1993 | 1994 | 1995 | 1996 | 1997 |
| 1998 | 1998-A | 1998-B | 1999 | 1999-A | 1999-B |
| 2001 | 2003 | 2006 | 2009 | 2015 | |
Tournaments
| |||||
| 2009-2010 | 2022-2023 | 2023-2024 | 2025 | ||