I use an old intel macbook running macos, and found that the docking stations with usb-c didn't support secondary video, while those with thunderbolt (usb-c with lightning bolt) worked fine for all docking station needs (secondary video, charging, USB keyboard / mouse / camera / etc).
A thunderbolt docking station and a 24 inch 19:10 monitor transformed my home office setup. Big monitor in portrait mode in front of me, macbook to left, old IBM M4-1 (trackpoint) keyboard, webcam perched on top right corner of macbook so I can have windows in either screen and it kinda looks like I'm still looking toward the camera instead of being rude.
I've found the biggest problem with the big monitor is where to put the video call camera -- if you're looking anywhere but toward the camera it looks like you're not making eye contact with the people on the screen and it seems "rude" because there's the impression that you're not engaged.
This is easily fixed by plugging my laptop into a separate USB C power supply.
It’s other brands, especially USB-C (rather than Thunderbolt) stuff that I find extraordinarily flaky.
Ain't that the truth.
The "top of the line" CalDigit docks are incredibly expensive and buggy.
...and they're on their 3rd or 4th iteration.
Plus not much competition, so not much choice either.
If I could go back, I would have also gotten a single ultrawide monitor.
Plus Macbook Pros multiple monitor support sucks relative to windows AFAIK.