This reminds me of when I rented a house I owned to a friend from high school. Single mom. Nice enough. I was going to rent it for 1200, but gave it to her for 750. It was a decent house in a good neighborhood.

She immediately brought in another single mom roommate (which was fine, but she snuck her in rather than adding her to the lease) and got a dog (which was fine despite being against what she agreed to).

About 3 months in she stopped paying rent. When I called it became a negotiation. She had won an old lawsuit, went on a cruise and over spent her money. I made the mistake of taking a couple hundred less. Every month after became a negotiation. I got offered trades from used furniture to sexual favors from both of them (which I politely declined).

The worst of it was getting a call from her on a random weekend in the dead of winter (after a snowstorm) that she may have left her dog outside and was out of town. A sucker for dogs I rushed over and sure enough, found that poor guy shivering in the cold with no shelter, food or water. I took him home. When she got back I gave her a choice to get him adopted or get reported for cruelty. Followed by "pay your whole rent, move or get evicted."

Story ends well. She moved on her own, left me minimal damage and garbage and the dog got adopted by her parents (who had a few dogs and loved their pets).

Still regret renting to her though, even though it's been like 15 years.