Updates should not be optional. In addition to the functional updates provided by the author will be security updates designed to protect your networks. Even if your setup works OK, you should be thinking of using SSH a few times a year just to facilitate updates. You could petition Dan to further automate updates if it was feasible, so they happened in the background.
I have SSH on my tablet. While listening to music I might log on to check every so often so a keyboard and screen are not needed.