@Dont-Worry Now I appreciate your situation better. I have not tried OpenWebUI but I understand the issue.
Wordpress is the only exception to self-hosting. I would use Cloudron for almost anything else, except PHP websites which we handle differently for a specific reason.
In my opinion, best practice on Wordpress plug-in management is with tooling: backup, update plug-ins, perform pixel inspection on the most common/important web pages, and if outside limits, roll back the update. We have not found a way to do this ourselves and use a 3rd party hosting. We are also testing our own verified backup solution where a backup is restored to an off-server instance to prove that regular backups are good. Again, we have seen backups fail, but if you are relying on that to restore a broken site, you may be in big trouble.