My main items are: * Chrome, with window state / open tabs * A VM * Various documents, downloaded files etc ie, really, syncing much of the profile's files

My main items are: * Chrome, with window state / open tabs * A VM * Various documents, downloaded files etc ie, really, syncing much of the profile's files and app state. iCloud seems suitable if you want everything going up to the cloud and back, which for two computers sitting next to each other most of the time seems overkill. I'd love an automatic local file sync and something similar to Continuity that worked Mac <-> Mac, not iDevice <-> Mac.