Answers revealed in the comments.
GAME 1
In addition to the Beatles and Elvis Presley, five other bands or artists have been credited on four different songs that reached #1 on the Billboard Hot 100 in a calendar year. Name two of those five artists.
GAME 2
Only one former governor of Massachusetts has also been president of the United States, and he did not initially become president by being elected to the office. Name that former governor of Massachusetts and U.S. president.
hebspeaks 
Game one answers:
The Supremes
Jackson 5
George Michael
Usher
Rihanna
GAME 2 answer:
Calvin Coolidge