Some of these are simplifications. Instead of upgrading my 12 year old Canon 6D to the mirrorless ecosystem with all its lenses, I opted for a single handheled camera.

In other cases, I bought alternative devices instead of upgrading within the same platform (my Mac and iPhone are both 5 years old). The alternatives turned out not be compelling enough to fully switch to, but found a niche as purpose driven devices. In many cases distraction free devices.

In some cases, the super upgrade cycle was driven by a desire to finally stop carrying a microUSB cable with me when I travel.

As for the mechanical watches, yes I have too many.