I'm not trying to call you out, but it sounds like you're giving up too easily. If he owes you $200 and you have a signed IOU, there's no reason to take "NO" for an answer. You just keep telling him to give it to you, over and over again, in person if need be. He'll cave out of sheer frustration if he's any sort of friend, and otherwise there's always small claims court.
He says "Oh man I'll give it to you next week.." you say "fuck no.." etc..
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