Answers revealed in the comments.
GAME 1
From 1981-1987, Dale Earnhardt Sr. drove a blue and yellow car that was sponsored by what clothing company that was founded in 1904 and is headquartered in Greensboro, NC?
GAME 2
Within one, in what year did all of the pictured TV series debut?

Game one answer: Wrangler
Game two answer: 1992