Answers revealed in the comments.
GAME 1
The last five Billboard country singles of the year (2012-2017) have been released by either Florida Georgia Line or Sam Hunt. Name two of those five songs.
GAME 2
What American expatriate poet, who made pro-Fascist radio broadcasts from Italy during World War II for which he was later indicted for treason, was awarded the 1949 Bollingen Prize from the Library of Congress for The Pisan Cantos?
hebspeaks 
Game one answers:
“Cruise” (FGL)
“This is How We Roll” (FGL)
“Take Your Time” (Hunt)
“H.O.L.Y.” (FGL)
“Body Like a Back Road” (Hunt)
GAME 2 answers:
Ezra Pound