1: Mii Channel by VGR - I guess he's a gamer
2: BZRK by FF5 - given the fire department metaphors throughout he's probably a firefighter
3: I Feel So Alive by Capital Kings - so he became a Christian I guess
4: Holiday by Britt Nicole - his friends probably are stressed with their jobs and like to vacation
5: Blue (Da Ba Dee) by Eiffel 65 - he has a girlfriend, and she is so blue
6: I'm Still Standing by Taron Egerton - the only kind of location mentioned is a circus, so... he lives at a circus
7: This is Not a Test by TobyMac - maybe a bowler hat and jacket, because that's what TobyMac wears? IDEK
8: Legendary by Skillet - I legitimately have no clue. 9 was Rockin Robin by Bobby Day though, so maybe he likes birdwatching