I wonder if we're already lost (including myself in "we"). The average home user has ditched MS Office, and is using cloud apps such as Google Docs. They don't even have a reason to know what OS they're using. Things like battery life and wake-up times are what my work colleagues talk about at the lunch table. Setup might be a hassle, but occurs once in the life of the computer. Often, the discussion is in the context of an elderly relative who they're supporting.
At the workplace, a large Microsoft shop is buying a complex package of products and services that I can't even identify all of the pieces of. There's Microsoft stuff on my work computer, and on my company supplied iPhone. I must sheepishly confess that it all just works.
For myself at home, my main computer related interest is programming, and a programmer can live a platform-independent life if they want to. This is what I advocate, above and beyond my actual platform preference.
What I suggest to friends if they're thinking of switching (to Linux, Mac, Chrome) is: First, achieve platform-independence by finding the tools that work across OS's. Get up to speed on those tools. Second, switch platforms. That way, you're 99% up to speed before you even switch.