Millennial here. I used computers from a very young age, and when my near-continuous use became untenable, my parents got me my own: first computer was a Macintosh IIfx, then a Sun Ultra 1, then a Power Mac G4 (the stripes on the front, handles, don’t remember exact model name). Everything after the G4 has been less exciting, even if it’s all more powerful. Not sure if this is because I’ve gotten older or if the gear has gotten less fun.

You bring up another good point that I haven’t considered - signal! Man, why isn’t there a signal client? I almost want to make this a side project now.

I’ve found sysupgrade to be pretty good at the core OS, but I have definitely had issues with drivers (particularly audio and display) and third party packages installed through pkg_add. Upgrading seems to be a mixed bag in terms of continuity of function when you’re running a richer system, as a workstation often is. On a server, with minimal package surface area, things are just fine.

That license plate though!