Answers revealed in the comments.
GAME 1
In the decade of the 2010s, two actors have ended streaks of 35 or more years between Academy Award nominations. Name either of those actors, one of whom was nominated for a 2013 film and the other of whom was nominated for a 2015 film.
GAME 2
The 1898 sinking of the USS Maine, a precursor to war with Spain, took place in what city?
Game one answers:
Bruce Dern
Sylvester Stallone
GAME 2 answer:
Havana, Cuba