Fast forward a few years and I think it's great.
I have a dock at home that I can plug both my work and personal laptop in and have it work seamlessly with two 4k monitors, gigabit ethernet, mouse, keyboard, speakers, etc.
After biting the bullet and getting some USB C -> Lightning cables, I actually need to carry fewer chargers, fewer cables and everything sort of just works. The new iPad Pro helps a lot with that as well. USB PD means that everything charges faster, as well.
USB-C is sort of a nightmare until it's not, and that transition is basically an entire product cycle (or two) for people, which means a lot of time. At some point, I hope that issues like this become more identified in software (as mentioned), and cheap USB C cables that only have 2.0 support are less common.
Furthermore, while there was once a point where the physical layer matched up well enough with product support, actually connecting a display has always been a pain in the ass. Devices are still shipping with VGA ports because of it - USB-C is no panacea, but I think it's a huge improvement in aggregate.