Answers revealed in the comments.
Game 1
On Forbes magazine’s list of the Highest-Paid Dead Celebrities of 2018, five of the top ten were primarily known as musicians. Name any one of the other five, who are known as an athlete, a cartoonist, an author, a media mogul, and an actress.
Game 2
There are 11 films for which Kate Winslet has earned an Oscar or Golden Globe nomination for acting. For those same 11 films, there are three actors who have earned a Best Actor nomination for an Oscar or Golden Globe. Name two of those three actors.
hebspeaks 
game one answers:
Arnold Palmer
Charles Schulz
Dr. Seuss
Hugh Hefner
Marilyn Monroe
Game 2 Answers
Michael Fassbender
Jim Carrey
Leonardo DiCaprio