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1) Will ubuntu install/recognize the hardware RAID1 array? What needs to be installed on ubuntu to make it work?
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Probably. I'm assuming that your RAID hardware is on the motherboard and is probably so-called fakeraid or firmware raid. The program used to manage those is dmraid. From what I understand, the latest Ubuntu shouldn't require too much help to install, though you might need to use the "alternate" CD.
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2) Advice about the dual boot?
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It is probably easier to let Ubuntu write on the boot record. But the dd/boot.ini system you propose works equally well. The problem will be to keep the Ubuntu installer from writing on the boot record; I can't remember if you get a choice. You might need to use the Windows CD to "rescue" your system after installing Ubuntu.