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What hill will you die on?
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My hill is that whatever os you're already familiar with, will always feel easiest. Everything that does something differently, will feel more difficult no matter which one is easier for someone who has no prior experience of either one.
I could tell you how painfull it was when I had to start using windows at work knowing pretty much only Linux beforehand, but that too would be just an useless anecdote.
I think the most effective approach to increasing Linux userbase would be to adopt the same strategy Microsoft is using: Push for using Linux in schools, so that it would be the familiar OS for new generations.