My response to the music question would be the entire Hotline Miami soundtrack, which is indelibly linked with that game, even if all the songs technically pre-existed (and inspired) the game.
Another forum I’m on does a periodic game music tournament, and I was sad to find that when we got to the 2009-2012 era, Hotline Miami’s tracks were largely ineligible due to this technicality.
Also, I obviously don’t want anyone actually posting the thing itself, but is there some context for the “right-wing themed let’s go [indeterminate noun]” Jaffe mentioned as annoying Brandon? I’m not a Twitter person, so I have no idea what they were referring to.