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I've got Sierra on my iMac with Parallels (Win 7) and it's been pretty flawless. It was like $99.
Fast as hell and easy to flip over to the Mac side with the 4 finger swipe.
Don't spend anything. Install WineBottler. I have tried VMWare, which was slow/laggy in general with windows 10. Sierra chart works flawlessly under wine with no slowdown. You need to install two packages with it (listed on SierraChart site). I have a 2014 retina MacBook Pro and honestly I couldn't be happier, I was going to buy a new windows laptop but this works flawlessly, though I only use for charting and not trading (the data feed is connected). With VMWare it worked but I have problems with a) scaling/type text clarity b) laggy c) the constant fan noise annoyed me. William.
I use Sierra via Parallels on my Macbook and it is very reliable and performant. I tried VMWare Fusion first of all but had intermittent Internet connectivity issues so switched to Parallels. I'm using Windows 7 in Parallels. I wouldn't use Wine, it's a bit of a hack and not to be relied upon. Hope that helps!
Windows 10 is too much of a resource hog and the regular 20gb updates drive me insane.
Works well but yes there are sometimes connectivity issues. For the price it's worth trying in my opinion to see if it works for you. Can't justify monthly cost of Parallels.