Answers revealed in the comments.
GAME 1
Having been included eleven times, who has been listed on Time magazine’s annual list of the 100 most influential people in the world more times than anyone else? (As of 2018)
GAME 2
The Big Sioux River forms a portion of the western border of which U.S. state?
hebspeaks 
game one answer: Barack Obama
Game two answer: Iowa