At this point I’m going to hold out on updating MacOS for a year. If things don’t improve or the direction doesn’t change significantly I’m going to seriously consider paying the switching costs.
I've been in the apple ecosystem for 20 years at this point, because the ecosystem delivered real value for me. But that value has declined sharply - hardware is still good, but software quality has cratered while the drive for services revenue has become so relentless that I've now got one foot out the door.
- Big Sur did a redesign which wasn't really needed, but it wasn't that much of a downgrade. Wish they focused on fixing bugs rather.
- Monterey had live text, which has come in handy, otherwise I haven't used any of its headline features (such as shortcuts or universal control).
- Ventura: haven't used any headline features (Stage manager, continuity camera, Freeform)
- Sonoma: still nothing (Desktop widgets?, Game mode)
- Sequoia: Passwords app is cool, but have been using 1Password for a decade by this point, so had little interest in switching. (Everything else: Apple Intelligence was a joke, iPhone mirroring seems too clunky to be practical).
So nothing that exactly made me excited to upgrade, but at least things didn't get drastically worse.
But Tahoe seems like a disaster I don't want to touch. For one, it looks ridiculous. But also there seems to be a number of objectively bad design decisions all over the place. This is Apple - good design is what they got famous for. If they don't maintain an edge in UI design, then it's not the same company anymore as far as I'm concerned.
Your plan seems like a good one, but remember, your mileage may always vary.
And there are days I keep thinking I want to go back to my Commodore 64. It didn't really do much, but at least it didn't bug me every 15 minutes to upgrade.
Otherwise, I guess I'll be buying an Android.
I run NixOS, it's incredibly easy to do anything I want by just pointing Claude at my dotfiles and telling it "I want this", applying, and then reverting if I don't like the results.
The switch came more from a realisation that Apple devices are becoming media/slop consumption devices, rather than devices that run my workflows for me.