On my trip this past week, they gave us two hours notice when they switched our flight 45 minutes earlier because of an anticipated misconnect. The anticipated delay disappeared, but they could not get us back our good boarding positions and we'd already rushed away from the lounge because we did not understand what was going on. We took the earlier flight and got there just fine, so I didn't intend to do anything except complain here.

But then, on the return, we received at least a dozen different flight change notices via email between the two legs home - several were for the first leg, which was first delayed two hours and then reverted, and then again! We showed up on time and the gate agents expressed surprise - they could only see the delays that were posting for the second leg. I'm not totally surprised, the app wasn't notifying either of us - if I hadn't been checking that email, I'd have been blissfully unaware of whatever was stuttering in their backend. Fwiw, that second leg delay thankfully shank to 'only' a couple hours - we got home after 2a but we did indeed make it home.

All things considered, I don't exactly think I'm due compensation - but of the four delays/issues we've experienced this year, ALL of them were Southwest's issues, and all were handled poorly. I haven't sat down to wordsmith a way describe all this in a manner that will provide them helpful feedback, but I will soon.