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I think the parallels between your story and Rick's story are few; the only one I see is that they both spent some time in prison.

Rick was a stupid 17-year old kid who did a stupid thing, and ended up being hired as a software dev two decades later in his late 30s after growing out of his stupidness as many stupid kids do.

Your guy committed a calculated crime very recently as an adult, and generally seems like a conman and a bit of a twat from your description.

This is one of those things where the specifics just make a world of difference. "Spent time in prison" just isn't detailed enough to make any sort of judgement one way or the other.




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