[Izkata]

> Also keep in mind that I update it every single day.

I can't remember what I was looking at, but within the past week I ran across a comment that said Arch Linux only supports constant upgrades such as that, and any delays that result in skipping a version are what risk causing breakages. The commenter was very surprised that they were even thinking about supporting a version jump on whatever the thread was about (pretty sure it was somewhere here on HN).

[bibyte]

I also have another VM that I use from time to time. I think my longest update was about after a year. I don't remember having any problems like that.