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Quicken for mac memorized transactions

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I also have 15 years of DETAILED Quicken data that I've heard will not correctly translate to the Mac version of Quicken. The Insulin pump and the blood glucose meter both hook up to the computer via a USB cable. Is there anyway I can figure out if these proprietary programs will work under Parallels (preferred) or Boot Camp? My concern with Parallels stems from what I keep reading about USB problems. Am I stuck with a Windows box forever? I don't want to have two desktops in the house either. I cannot consider purchasing a Mac unless it can run this program and also run a web Java program on the Minimed web site that REQUIRES IE and only IE (no firefox or anything else) grrrrrrrrrrrr. In fact they had never heard of ANY Mac users utilizing their product(s). I called them (Minimed)and asked them if their product would work through Parallels or Boot Camp or Virtual PC and they were COMPLETELY clueless on what these were.

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The program is a Windows only program from Medtronic Minimed. My daughter has Type I diabetes and her Insulin Pump and blood glucose meter must be hooked up to the computer to program them and read their data for record keeping. I REALLY want to switch from Windows to a Mac but I have a problem.