Best way to do it is to go to his house and confront him but it's best if you're willing to fight because it could go that way, court really seems to expensive for the matter but I dunno man I agree you can't just let it slide.
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You must speak to him first, to clarify what happened and to make clear to him that you're serious about getting all the money that he owes you.
Having that conversation with him may be difficult, but it's required. First question in court will be what you did to get the money, if you say "nothing"... not good. Also there may be other, valid reasons for the incorrect pay back, despite the history he's got with you.
Then instead of going to court I'd go to his parents or other senior person who he trusts, tell them what happened and ask them to influence your buddy.
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The thing is, I think his dad is a part of the problem. He's the one that pays for his rent. The last time they owed me money, they wrote me a check that was $50 less than what it was supposed to be. His dad would have seen in his banking statements that his son wrote me a check that wasn't as much as it should've been.
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I don't get it. 2 ppl said "brake" instead of "break". shouldn't it be break? I'm not very good at English but I think it's break
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You've mentioned several times that you hope karma will give him the go around, but whether you believe in a supernatural aspect or not, it's important to realize that the only way he'll get any 'payback' for this specific incident is if YOU take action. Sure, he might do something similar to the wrong person later and THEN he'll face backlash, but only for that transgression.
Plus, even if got struck by lightning as direct retribution, He still has 300 bucks in his pocket that are rightfully yours.
If you live in the US, some states have a program that gives free legal advice and services to those who can't afford it. You may wish to look into that. If you don't want to go the official route, then- like others have said- just hassle him until he gives you back your money. It doesn't sound like he's worth staying on his good side anyway.
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My ex-roommate is the primary tenant, so he received all of the security deposit. He sent me my portion, but it was ~$300 short. Is it worth the time and money to bring him to small claims court? After all expenses, it might end up costing me more than what I am fighting for. He lives hours away from me, so it would take several hours just to bring him to court. Should I just chalk it up as an expensive lesson learned and hope karma catches up to him? Or should I follow through and sue him? I'm leaning towards putting it behind me. But at the same time, I'd hate to let him get away with his scummy actions.
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