Should I sue my ex boyfriend?

When I was with my ex money owed just accumulated to about 5,000. He just kept promising to pay me back and I believed him. My mom also loaned him $500 so he could try to get his so called camera business started up. I mean, he bought a camera but just never really pursued it seriously. He was broke but when he joined the army he said he’d pay me back once he was deployed. About a year ago we broke up and we were on good terms. I realized while we were together before we broke up that $10–20 was being charged to my bank account each month for an xbox live which was his from his account which he claimed he didn’t know about. He said he thought his BROTHER was paying for his online access to xbox online…

He began to pay me back but once he met his new girlfriend he stopped communication because his fiancee was jealous and upset that we spoke even if it was about finance. We then only communicated about finances up until he was deployed. He wrote in his messages that he promised he’d factor me in once he got back from deployment because he will have a lot of money.

Well he’s back from his deployment. It’s been almost a year now. I messaged him, I texted him, no answer. I know he seen it because Facebook says “seen on this date blah blah”. He is ignoring me now and won’t answer me whatsoever.

1. Is it worth taking this to court? He lives in California and I live in Ohio
2. What are the chances of me winning if I have Facebook messages about us discussing payment owed to me?
3. What steps should I take if I should sue?