Answers revealed in the comments.
GAME 1
Michelle Kwan was one of the favorites to win the gold medal at the 1998 and 2002 Winter Olympics in ladies’ singles figure skating, but she instead finished with a silver and bronze. Name either of the two skaters who won the gold medal over Kwan.
GAME 2
Five different people has served as judges on at least six seasons of America’s Got Talent. Name four of those five people.
hebspeaks 
Game one answers:
Tara Lipinski (1998)
Sarah Hughes (2002)
GAME 2 answers:
Howie Mandel
Mel B
Heidi Klum
Sharon Osbourne
Piers Morgan