wait for iPhone 6 or go with upcoming flagship Android?
Honestly, the evangelical wars over which phone to choose are getting a bit tired at this point -- both major phone platforms offer a pretty similar set of features that you won't feel like you're missing out by using one or the other.
I think a lot of it comes down to preference. Like you, I've had an iPhone sing the original came out way back in 2008! At this point, there's so many apps and games that I've paid for (and still use on a daily basis) that switching and starting over makes me feel a bit apprehensive. This obviously isn't an issue for everyone and if someone is picking up their first smartphone, I'm not sure what I'd recommend.
On one hand, I feel like Apple's top-down experience makes it pretty easy to start using a phone and get on your way. But Android has come a long way -- and has many more interesting options as far as phones go. At the end of the day, I think the choice is mainly how invested in that ecosystem are you? Do you have Macs and want something that stays in sync between all your devices? Do you have an Apple TV or are interested in one? An iPhone will probably be awesome. Do you use and rely on a lot of Google services? Have a Roku, Chromecast, or maybe just don't care? Then Android might be better.
It's a hard question to answer that's getting harder to answer.
This point is a big one for anyone thinking of switching. To me I have only bought maybe 5 bucks in apps over the years with my ios devices. So im at no real loss but I have family members that have invested alot of money in apps for ios and they cant understand my logic in switching.
Also, tried giving Rdio or Slacker a chance? They're not perfect, but you may like their free radio services more if Pandora rubs you the wrong way.
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Im sort of burnt out of iphones, I am like you, had all the ones before, I keep buying them due to the look of them and form factor. I honestly cant say I have any issues with ios at all. It works when I need it and works well enough for me.
I think I just want a new toy and no OS to play with. I really like the Z2, and really hope it comes to Verizon because that would make my choice easy. I really dont want to leave the carrier just for a phone I want to play with.