Generally, you don't want to award people/companies that don't respect you. I'm not saying that you shouldn't re-evaluate them in the future, but they will walk away with the wrong lesson if you just start throwing money at them.
If you view it through a paying customer lens instead, then all you see is a paying customer who chose not to pay their invoice and might get sued. There's nothing strange about that.
All of the problem here was with the transition from free trial to paying customer.
First off, fair point on the free tier email. This fits in the same theme of clarity vs. trust for me: if we say disruption, but then leave your account enabled, that still feels deceptive even if it seems generous to us. We will fix.
On your last point - I just want to note that this isn't a money-maker for us. Runner bills can be large (as they were here!), and we explicitly wanted to avoid actual charges to the user in favor of not collecting for a good amount of usage. Again, there's a clarity/trust tension there that you're right to call out, but the end goal is that more people can use cheaper, faster runners.
We earn that trust today by being extremely easy to use and delivering on what we promise, and we need to add clarity to that list. Thanks for the feedback.