I took a business to small claims over a $1500 invoice they decided they weren't going to pay. It took a year before I was in court, the judge decided in my favor, and I had to schedule a sheriff's sale because the bully I was dealing with refused to acknowledge that they lost.

I did get paid in the end, and there was the satisfaction of sticking it to a bully, but financially, it was not worth the effort.

Right, that's what I was told...

I'd love to have a lawyer chime in and say "Go for it, it's easy and it improves accountability" though. Like if it only took a day and $100 it'd probably be worth it to me, regardless of the outcome.