@cryptoanarchyt said in How do I safely upgrade/update?:

regular updates are just ingrained in me when I login.

so you can enjoy being free from this routine burden with Cloudron ! 👍 I hardly ever login into Cloudron VPS. I use a mounted drive or Forklift SSH file access if I need to reach a directory.

FYI my Cloudron instance is on SSDNODES 3 year deal. It's my stable 'production' environment, and the annual Cloudron fee (much more sensible than monthly) is an easily justified time-saver.
And I have another SSDNODES on similar for "playing" with non-cloudron docker apps.