Why Adobe on the Mac and other programs on PC?
Having been on both sides I think for running SolidWorks you would be best served by sticking everything on the PC including Adobe CC, using the best mobile workstation laptop you can find. I know people who do SW on Macs but they are mostly consultants doing front-end surfacing, not the heavy lifting with complex assemblies.
Our team all uses docks - they can be problematic but seem to be the best way of getting the ports needed for multiple monitors including the Cintiqs. The docks can have firmware problems of their own.
Until something like Fusion360 becomes the mainstream CAD requirement we will all be chained to the PC world.