The worst Apple era for me was the butterfly keyboard / touchbar era of Macs. They went too far in the pursuit of thin and light - removing ports, going with a keyboard design that felt bad to type on and was prone malfunction, and the touchbar, which I actually thought sounded cool at first, ended up being much less useful than a row of function keys.

I didn't feel betrayed by Apple, I just decided not to buy a new MacBook until they fixed their keyboard issues. I switched to Linux for a couple of years, and switched back once they released the M1 MacBook Pro. I'm perfectly happy with my Macs (I have 3) now.

I actually really like the current era of Apple where their motto seems to be give people what they want. MacBook Pros with HDMI ports and SD card readers. iPads finally getting viable multi-tasking support and a real mouse cursor (although iPadOS still sucks IMO). The iPhone 17 Pro is slightly thicker than the 16 Pro to allow for a bigger battery. Their storage and memory upgrade prices are still ridiculous, but at least Macs come with a usable 16 GB memory minimum now, and iPhones start with an honestly better-than-I-expected 256 GB storage.

It's not all perfect - especially on the software side. The settings menu on iOS is kind of a cluster. Apple Music has a terrible UX, as does the recent update to Photos. And I haven't tried Tahoe and Liquid Glass yet - but I'm definitely a little concerned.