For a server, hardware raid, *real* hardware raid not firmware or fakeraid is probably better. Better speed, possibility of hotswapping with a rackmount, lots of advantages.
You can usually grow software RAID without difficulty; try googling "grow raid" Of course if you have a dedicated hardware array, it will have its own limits and procedure - but it should be relatively easy as well.
Remote control from the list you have there: VPN
Debian or Ubuntu; either one is fine Ubuntu is designed to be easier for those who are pretty new to linux, but let's not get into a distro comparison fest. Either one is fine.
Last question: read a lot in advance
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