I used an iPhone for a couple months after using Android for years so my experience is reverse of what you are looking for and most likely is biased.

My main thing is integration with my daily life. I like things simple and to the point...I do this and this happens every.fucking.time. This is where the iPhone failed me through and through. Plug into laptop for a quick playlist update...Apple update needed, then 20 minutes later some random error about not able to sync due to phone update needed...wtf?? I could only update files from x number of computers and then I had to de-authorize it from one to authorize it to another I work with multiple computers I sync to regularly (3 at home, 2 at work, 3 at friends houses). Integration with Enterprise systems was tricky even though it does work it was clunky and slow.

With the Android I plug it into any computer and access it the same as any flash drive or portable HDD and move any file I like to any location I choose on the phone. Only updates are app updates (which admittedly are far too frequent) and maybe once a year or so an OS update which I have one yet to cause any issues or fail on me. Getting around the GUI takes a bit to get used to when coming from an iPhone, once you do it is fairly intuitive. I haven't had any issues with Enterprise servers, I have had a fairly constant issue with other mail servers, specifically Yahoo not wanting to allow the phone to log in using it's stock mail client and am thinking of finding a new one since sign in failure is constant. Gmail has zero issues (go figure), other mail servers have also been no issue but I only use one other which is based off an Enterprise system. I would like to root the phone and get rid of the bloatware on it that Tmo loads, not a big deal as it is the only "locked" feature that really annoys me.

I am probably skipping a lot but after a couple months with the iPhone I was more than happy to trade phones back and get back to my Android OS, the person I traded with was also glad to have their Apple OS back so it may just be familiarity.

Not sure that helped but it's my .02