I finally got fed up with my two external monitors (one of which I rotate to portrait) getting mixed up by MacOS every time my MacBook would go to sleep or I unplugged it, so I bought a thunderbolt docking station which has basically solved all my issues. Worth every penny to be able to swap my personal laptop and work laptop with a single cable.

Macs don't support the USBC / displayport daisy chaining support that my monitors should be able to handle. Very frustrating that this stuff is still so nonstandard. If you have all Apple it all works perfectly, of course.

But don’t forget to order the “right” (i.e. caldigit) dock. My dell dock is even more of a mess on the Mac than plugging the monitors in directly. Works great with a Dell (obviously) and framework laptop running Win10 and Linux respectively though