The new golden rule is just don't upgrade. I didn't upgrade to Tahoe, and I won't upgrade to Golden Gate

I do the same thing, except I usually run a version for two-three years and skip some OS releases in-between.

My recent upgrade was from Ventura to Sequoia, and I will likely move to Golden Gate at some point next summer right before Sequoia's support period expires (this happens in July or August). Over years it meant that I avoided some of the famous bugs like the discoveryd fiasco in Yosemite (I went from Maverics to El Capitan).

The one downside is that I sometimes have a to go through a huge app redesigns or big feature changes that have been accumulating over several versions. I ignore most of them and probably don't get as much value from the OS as I could have.

My rule has been a 1 year delay but that sometimes makes life hard for Xcode/APIs or changes where your iOS and macOS device must both update for certain features. I bit the bullet and upgraded to 26 after about 6 months but updated to 27 within days because it had to be better than 26, and it is, there are just still a lot of issues.

I think it was May for me for MacOS 26. I immediately updated to 27. Despite the various bugs, it is still a solid improvement. iOS 27 was also provided huge performance boost to my 5 year old phone!

This is the correct answer. Upgrading within the first few months is an idiot move.

I've been running the beta on my machines. Definitely a huge upgrade over Tahoe. Visually and performance-wise.

The golden rule is becoming, never update. But then, I used Snow Leopard until El Capitan, and could no longer get software updates I needed.