Answers revealed in the comments.
GAME 1
On Forbes’ Celebrity 100, a list of the world’s highest-paid entertainers, what athlete ranked #1 for 2018, with earnings of 285 million dollars?
GAME 2
What title is shared by a film that won the Academy Award for Best Picture and a musical that won the Tony Award for Best Musical, both of which were released in the same year?
hebspeaks 
game one answer: Floyd Mayweather
game two answer: titanic