Originally posted by @Rob K.:
I didn't read through all of this, but this is exactly why I would NEVER rent to a lawyer. They know the legal system better than you, and you're bringing a knife to a gun fight. Lawyers are indoctrinated to solve their problems in the courtroom and to fight dirty.
Well, I'm a lawyer and when I did rent, I was probably the best tenant you ever saw. I make good money, pay on time, and am not home enough to wear anything out.
The problem is
1) that he's a convicted felon, not that he's a lawyer. If he was a mechanic that was convicted of fraud, you wouldn't have rent to him.
2) You live in a state that is very tenant friendly. You can evict someone in a month in most parts of florida, it might take you more than a year in NYC. Which is why I wouldn't want to be landlord in NYC. My dad was a landlord in NYC and all his grey hairs are from that. I live in DC now, which is also super tenant friendly. When I'm ready to move, I'm going to sell my house, not rent it out. More money is nice, but you can't pay enough to take on more headaches.
I really hope you weather the storm and get this guy out. It is a sh1tty lesson to go through, but it will make you a better landlord forever because now you will have your checklist for tenants and you won't budge on anything. Good luck.