Someone owes me money

I loaned a friend $1900.00 to help get him out of a bad relationship. This was over a year ago. I live in Ohio he lived in Alabama at the time. I have all receipts of the money being wired to him, and all emails from him saying he will pay me as soon as possible. He stopped responding to my emails and I continued to send them asking him to pay me back. He has now told me that he will file a harassment suit against me if I continue to contact him for the money. Since he owes me money am I legally still permitted to contact him until the money is paid back? In every email I send I have assured him that I will stop all contact after the full amount is paid. Since we live in different states taking him to small claims court isn't a real option. He is in the military and is now living in North Carolina. He asked for my address to send payment to a week ago, and I responded by asking for the date the payment was mailed and his only response was that he was going to sue me for harassment. Can you please advise me of what my options are? All I really want to know from him is when the payment will be made. Is it appropriate for me to email him to continue to ask for a date or can he really file a harassment suit against me even though he owes me money? - Is this your question? Add additional information