I guess it's not so much the OS itself, but which tasks you want to perform on it. For instance, most of the programs the parents lists ("Photoshop, Lightroom,

I guess it's not so much the OS itself, but which tasks you want to perform on it. For instance, most of the programs the parents lists ("Photoshop, Lightroom, Sequel Pro, iTerm 2, Homebrew, Sketch, Transmit, Alfred, Reeder, Keynote, Airmail, Spotify"), I don't even recognize. I'm a computer scientist and probably spend most of my hours every day in front of a computer, but I must be working on completely different things and so most of the programs above don't mean anything to me. Most of the functionality of my workflow is provided by other programs, but there is also a good portion that's provided by the actual OS -- mostly things like switching between workspaces, starting and closing programs, inspecting disk contents. (Of course, I'm omitting the fact that the OS is responsible for all that metal underneath to do something useful at all, but I guess all of the three major desktop OS's have that part covered.) If your workflow depends on a functionality that is provided by certain tools/programs, and these tools/programs have no alternative on other OS's, then of course it will be difficult to switch. But I would say that in my case, either the same tool I'm using today is cross-platform and thus available on other OS's too, or the functionality that I need is available through some other tool. This doesn't seem to be the case for what the parent lists, but for me, I guess the main difference after a switch would be interacting across apps, not within apps.