In military parlance it means anything crappy coming from the top of the chain of command will hit everyone down to the bottom. This includes dumbass decision making, disciplinary actions, or simply a superior taking his frustrations out on subordinates.
Privates, I'm knee deep in your ass right now because the 1st Sgt was knee-deep in my ass this morning, and shit rolls down hill!
by enkephalin07 June 29, 2016
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when you have to deal with a problem that someone above you (your boss, parents, teachers, etc) caused.

don't can throw shit up hill cause it will roll right back down, but heavier.
I gotta do your job cause you fucked up?

Man, shit keeps rolling down hill at this crappy job.
by metamorphosis May 15, 2004
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