I get a summary once a week of all the updates. I then check the release notes and if nothing needs any changes just run the ansible playbook that updates to those releases. I don’t want to get up and first thing in the morning read alert emails because an update failed over night, so i sit down for 10 minutes once a week.

Contabo is really cheap and has a few datacenters around the world. That low price comes at a cost though, their uptime is not as good as that of other providers. Expect about 3 outages a year, lasting about half an hour, maybe a day in extreme cases.