> I love putting time into this stuff
> like the reason for using Heroku - I have a lot of other stuff I need to focus on
You probably need to pick a side here. Building a robust solution with even a fraction of Datadog and Sentry features isn't for the faint of heart. Unless you're into infrastructure, it might be a painful time sink.
That said, I fully promote DIY, so maybe some kind of OTel, wide log, ClickHouse, Grafana thing with a GPU for an AI sidecar VM.