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Can it be used to run a development environment?
As a developer, I run a variety of development environments, from PHP IDEs to Visual Studio. Even if the iPad couldn't run Visual Studio (a) because it's a Windows-only product and (b) because the iPad won't support VMs, I'd still give the iPad a nod if it had full PHP development IDEs.
64-bit iPad 5: Yes. As it turns out, there are a few PHP IDEs on the App Store. I'm not sure how pleasant or powerful they are, but I have to give the iPad a nod here, even if it's provisional. It might be doable.
Surface 2 RT: No. Even Microsoft's own Visual Studio won't run on the Surface RT.
Surface 2 Pro: Yes, and quite well. I'd recommend getting the Surface 2 Pro with 8GB (or 4GB at minimum), but it would work quite well.
Image: DraftCode PHP IDE
Can it run Photoshop or Illustrator or Premiere?
I create a ton of presentations and many of them require custom images and vector drawings. I also use Photoshop and Premiere a lot to prepare video from the studio.
64-bit iPad 5: Not quite well enough. The iPad has a wealth of photo manipulation applications and a surprisingly deep stable of video editing apps. That said, getting the precise control you would with a mouse using a finger would be difficult, and the professional Adobe Creative Cloud apps are just not available on an iPad. But with a bulky 64-bit iPad 5, you could probably get by.
Surface 2 RT: No. Once again, not even close.
Surface 2 Pro: Yes, quite well. The peppy Haswell processors in the Pro, combined with full Windows 8.1, a good amount of RAM, and the ability to use external control devices like mice make the Surface Pro a great contender for a mobile media production system.
Can it run Microsoft Office?
There's a difference between being Office-compatible and running Microsoft Office. Almost everything has an Office-compatible solution these days. But because I'm transferring complex files to clients who use real Office, I'm looking for a real office solution.
64-bit iPad 5: Yes, for most people (but probably not me) Microsoft, notoriously, has not released a version of Office for the iPad. But the iPad has many Office-compatible apps that are quite good.
For most people, this would be fine. For me, though, since my PowerPoints are huge, and have to be injested by a third-party webcast broadcasting system, there might be some incompatibility problems. Because I do so much with pure PowerPoint, it's probably not a fit with me, but otherwise the iPad is pretty good (although see my notes on Outlook below)
Surface 2 RT: Pretty much. This is the one place where the Surface RT shines. I honestly think Microsoft should have called it the Office Machine. Surface RT has a complete implementation of Microsoft's Office and it's a good one. Not sure there's enough RAM to handle my multi-thousand slide PowerPoint files, so it might not make it for me, but it would work for most people.
Surface 2 Pro: Yes. Quite well. Again, the good amount of max RAM available combined with fast processors and full Windows makes this a win.