I haven't been flying Alaska much lately (I'm no longer based in a city where they have a lot of flights), so it's been a while since I've tried to use any of their stuff. I've been shocked at how bad the technology seems to be. In the last few days, I've had:

1. The "not eligible for online checkin" error when trying to check in via app (checked in successfully on the website).
2. The app didn't show what gate my flight was at (the "gate" was just blank) even though it had definitely been assigned.
3. The Live Activity on my iPhone lock screen showed as greyed out with a frozen progress spinner overlayed on top of it. Same thing both directions on a round trip flight.
4. The app did something that caused my phone to keep vibrating over and over and over and over again until I just killed the Live Activity.
5. I was booking another flight (on desktop web). I was part way through and needed to go check something in my account, so I clicked out of the checkout flow. The Cart icon at the top of the screen had a "1" on it, but when I clicked on it, it took me back to a screen to start a new search. No way to get back to the flights I had already chosen, even though it clearly knew I had some because it showed the cart as having something in it. (And as a minor detail, the new search screen it took me too defaulted to a one-way flight for some reason.)

None of these are a huge problem in the grand scheme of things, but they all feel very sloppy and were surprising to me. I used to fly Alaska as my main airline, and while I never thought they were at the forefront of technology, I don't remember nearly this many problems.