I generally skip new updates, always lag about 2 or 3 versions, unless it's a critical one of course. Not that I don't trust new versions rightaway (if it's stable, it works, and Electrum + Tomas are about as solid as it gets) just never really get into updates until need them. By the time I DO get them though, the antiviruses seem to have gotten over their initial false positives.
it is also worth mentioning that if you decided to not get the updates right away then you have to follow the changes closely by checking the Github link of Electrum project to first see if there hasn't been any serious security issues by looking at the commits that you are missing out on.
also if you encounter any issues you first have to upgrade and see if that fixes it or not. usually most of the bugs people report while using an older version are already fixed.