Answers revealed in the comments.
GAME 1
When the first MLB player to earn an annual salary higher than the President of the United States was asked if he deserved it, the player responded, “Why not? I had a better year than he did.” Name both the MLB player and the U.S. president referenced.
GAME 2
Who was the subject of a 21st century People magazine obituary article titled “Fade to Black”?
hebspeaks 
Game one answers:
Babe Ruth, Herbert Hoover
Game two answer:
Johnny Cash