I'm not a fan of things not open source, but claiming that any device (including iphone) just works is just silly market speak.
My boss was fighting his new iphone 5 yesterday to install something but the market app kept crashing and he had to hard reboot the phone every time.
Indeed. When the iphone was qualified as a company phone, you heard co-workers going (dial dial dial) "Hello? Damn." (dial dial dial) "Hello? Damn!" (dial dial dial) "Hello? DAMMIT!" and then Jobs told them they were holding it wrong, and some of them believed it. It's an odd, cult-like kind of mindshare.
He was almost begging to get his old windows phone back.
So there exists some people that prefer windows over the apple one for real reasons :)
You lost me there. Why would anyone who had version 5 or 6 (which were buggy, extremely difficult to use, and ultimately abandoned by M$) or 7 (also abandoned by M$), or knew someone with this experience, or even read about it, have any interest whatsoever in Windows Phone 8? (Or in fact any Windows phone?) Because they saw it on Hawaii Five-0?
Moreover, as an IT person with connections to the wireless department in a large company, my experience is that the execs will put up with almost any behavior from their iphones in order to carry one. Given inevitable issues, they're much more likely to drop them on a wireless admin's desk and say "fix this now!"
Begging for a Windows phone is extremely unlikely from a number of reasons. Not the least of which: Nobody wants to be seen carrying one. We offer iphone (most popular) Blackberry (used to be most popular, then tied with Windows for last place, and now with Q10 showing a solid third place) Android (second place) and Windows. (One model available, no takers.) So is so.
I think that to try to convince people having problems with their iphone, that switching to Windows is what you need to do to guarantee a trouble-free experience, is probably a lot like skating uphill, given what Microsoft has produced in this area in the past. (Both the products themselves, and Microsoft flailing about in the marketplace as they try to find something that works.)
In summary, that the iphone has issues (it does) is not sufficient reason to vault over the lip of the cooking utensil into the flames. And more importantly, I think, to your point, is that as a marketing gimmick, I don't see how this ("iPhone have troubles? Come to Windows!!") can work in the marketplace. Maybe if you wait another generation, the memory of the debacles of the past will fade.