well that’s a bummer. I own the app and have always meant to get it set up and running, but this doesn’t really encourage me to take the time to do that.
Are these Mac apps, or some kind of background process, or…?
macOS does have the ability to keep a process running (automatically reload it if it crashes) using launchd.
As for the rest, well, I’m not aware of apps that do those things, but I’d be tempted to write a shell script to log whatever it is you wanted to log. (He said, surprising no one.)
Let me know specifics and I might be able to help with parts of it.