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Linux Mint has the expandable menus with which you are familiar in W7 and it is generally reckoned to be a good starting point for new Linux adopters.
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Why not stick with Mint then?
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You say that you don't have time to “roadtest” all OSs, so why not adopt the K.I.S.S principle as suggested by me and
273?
You mention that you dislike Windows upgrades.
Linux Mint 17.2 (MATE, Cinnamon or Xfce) is a Long Term Support release which is supported until 2019.
