Answers revealed in the comments.
GAME 1
In the 1990s, every show that won the Primetime Emmy Award for Outstanding Comedy Series had a title character, except for one. Name that show, which won in the first half of the decade, giving it its fourth and final win in the category.
GAME 2
Two 20th century U.S. presidents had previously served as Cabinet Secretaries β one as Secretary of War beginning in 1904 and one as Secretary of Commerce beginning in 1921. Name either of those presidents.
Game one answer:
Cheers
GAME 2 answers:
William Howard Taft
Herbert Hoover