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Can it show me multiple windows at once or span to a second screen?
I often need to compare two or more files side-by-side, usually in Word. In fact, I've pretty much got my eye on one of those 27-inch ultra-high-resolution displays for just that purpose. But let's give these smaller devices the benefit of the doubt. Could they show multiple windows at once?
64-bit iPad 5: No. But you could use a second iPad.
Surface 2 RT: Yes. In fact, for Word documents, it does this quite well.
Surface 2 Pro: Yes, for all the reasons you can do this in Windows. There is also an HDMI port on the machine that will allow an add-on monitor.