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Just tell him "i need this money by "X" day or im going to have to file this in small claims court. That way you get it resolved 1 way or the other. also explain to him that if you go the small claims route, you'll also be asking for attorney fees, court costs, time off work, etc.
That way if it DOES go to court, you can show that you were willing to try to get it resolved before going the route of litigation.
That way if it DOES go to court, you can show that you were willing to try to get it resolved before going the route of litigation.