Answers revealed in the comments.
GAME 1
PitchMen, a short-lived series that aired two seasons on the Discovery Channel from 2009-2011, initially followed the product-selling exploits of what two infomercial stars?
GAME 2
According to the RIAA (Recording Industry Association of America), four of the 15 highest-selling artists by album sales of all-time had a solo part in the 1985 charity single “We Are the World”. One of them was Michael Jackson. Name one of the other 3.
hebspeaks 
Game one answers:
Billy Mays
Anthony Sullivan
GAME 2 answers:
Billy Joel
Elton John
Bruce Springsteen