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Can you tell me what state he is in?
What is your legal question that I can help with tonight?
If he is in OR, you will have to file a civil suit against him in OR and sue him there so you can get personal jurisdiction over him and force him to come to court and defend.
Since this is well over the small claims court limit, you will need to hire an OR lawyer to file suit against him unless you are planning on going to OR to file the suit yourself. You will eventually have to go there personally for the suit if it gets that far, but the attorney can file the suit to start with and hopefully put pressure on him to repay you without this actually having to go to a trial.