715065, at the end of season 1 he says "i need to get myself arressted" Posted by GriftyMcgrift, Sat Aug-20-16 02:50 PM
so the idea is that he turned himself in for the hack/dog theft of his therapists boyfriend
so while relatively minor it did land him in actual prison
Ray was most likely a counselor (he talks about how he thought he was going to "Save" elliot) the therapy dog, him having his own office etc..
then he reveals that he also didnt know exactly what was being sold on the site until the first IT guy got beat up thats why elliot is going to "Save" him (he was basically being extorted/threatened by the other prison guards and prisoners) so him getting arrested was him getting saved
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