Ah ok, ya maybe it's related to it being the same monitor. I have two different monitors that wake up at very different speeds and it's no problem here. My 15"

Ah ok, ya maybe it's related to it being the same monitor. I have two different monitors that wake up at very different speeds and it's no problem here. My 15" 2013 and 2015 macbook pros had no problem with this either, and I've had 4 different monitors in the mix through those years too. I've transitioned to a CalDigit Thunderbolt 3 dock now and still no problem with it remembering. So there's definitely something unique about that monitor. That is sad news for me too -- I'm hoping they make a 2x4K ultra wide monitor like that someday. Hopefully they've solved this problem by then.