Should I Sue My Financially Toxic Ex-Boyfriend for $100K?

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Dear Penny,

Is it worth my time and effort to take my former boyfriend/roommate to small-claims court?

We met in 2008. In 2010, his restaurant closed. He moved in with me, saying he could get another job anywhere. I relented. He moved into my home and had 20-plus jobs in five years.

I told him NUMEROUS times to move out. I needed help with the mortgage and utilities, but I ended up losing my home. I sold some jewelry so we could move back to his hometown, where the cost of living was less.

He said it was his turn to take care of me. He had many contacts and said I only needed a part-time job for personal spending money. In the first six months, he lost or quit seven different jobs.

I got a part-time job and tried to hoard the money I had. He asked how much I had left and suggested I get a second job. He did chores around the house but didn’t contribute financially.

After two years, he finally moved out, but 14 months later, he was back. I broke my hip, so he moved himself back in (to take care of the dog). After he quit ANOTHER job, I told him to leave. He refused, due to our state laws, he had squatters’ rights.

I couldn’t afford lawyers to get him out. Fourteen months ago, he finally moved out. I feel he still owes me over $100,000. What do you suggest?

-Used and Abused

Dear Used,

If my scorecard is accurate, your ex-boyfriend lost or quit at least 28 jobs during your time together and has a really poor track record of financial contributions. What are the odds that he’s turned his life around and is now gainfully employed with decent savings ? Or do you think he’s moved on because he found someone else he can mooch off of?

I’d love to tell you to sue the man for every cent he owes you. But I can’t imagine a scenario where it’s worth your time and energy.

For starters, if you really think he owes you $100,000, you wouldn’t be able to sue in small-claims court. The limits range from $2,500 to…

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