I'm a long-time Mac user, have an iMac, a Macbook Air and an iPad 2. I'm due for a new phone, but I'm tired of staring at the same interface on all my devices and wouldn't mind something different as long as it won't cause huge headaches. I've been using the LG Optimus One for the past year because it was cheap and I had just lost a brand new iPhone at the time. It's clearly laggy and overall not as polished an experience as IOS, but Android has been decent and for the price I can't complain at all. I recently played around with an HTC Radar and found the Windows Phone 7.5 surprisingly slick. The upcoming Nokia Sea Ray looks pretty nice too. I don't need a lot of apps and I don't play games often (i'm more likely to use my iPad anyway). I just want really good core apps (email, music player, web, productivity, whatsapp, etc.) and I want to be able to sync with my Apple universe, and also to tether to my iPad. Are the available sync programs sufficient? Will I be tied to Bing for everything? What will I be missing out on? Any feedback much appreciated!
Microsoft has shown time and again they just don't "get it" except in a few key areas. MS Office raised the bar for business apps and business app integration. MS exchange email is the defacto standard. Kinect is a wonderful innovation whose potential is yet to be fully realized. MS recognized the potential and beat Apple to Halo.
I've played with Windows 8 and I'm afraid that the whole tiled interface, while it looks nice is bordering on another case of "MS doesn't get it". Don't get me wrong. There are areas where Apple has stumbled not once but 3 times. .Mac anybody? How about Mobile Me? Well now it's called iCloud and while it's a step in the right direction, it has me a bit worried. But one aspect of iCloud doesn't worry me one bit. Photostream promises to put an end to time I spend thinking about getting pictures off our family iPhones.
I own 3 digicams. I have a Canon T1i, a Canon SX 110i and an iPhone4. In the year+ since I purchased the iPhone 4, I've taken 2,000+ photos on the iPhone 4 and about 20 on the other two cameras combined. I purchased an Eyefi card to get photos off my digicams onto my Mac. It works pretty well except that uploading movies takes forever. The reason I use the iPhone for almost all my photos is that it is with me. No more trips home to "find the camera" on the way to a football game. It's in my pocket.
I paid to upgrade to iPhoto 11 in the OS X app store so now my pictures "just show up" on my Mac minutes after I snap them (once I'm in range of wifi). iCloud is already faster than Eyefi for photos. If iCloud improves on video upload time, I'm all in. The other aspects of iCloud are working for me as well. I change a contact on my iPad and it shows up on my Mac and my iPhone.
If you use your phone for taking pictures and are looking for a seamless way to manage them, you might regret a WP purchase. Sync a MS thing with Apple stuff? Again a chance for disappointment. Why are you tired of looking at iOS and OS X? To me this is a big red flag in your post. If it is well designed (for you), it should get out of your way and what you are really staring at should be whatever you are working on. Perhaps you might spend some time thinking about whether the iOS/OS X user interface works for you. I know it works for me and if it also showed up on my car, microwave oven and thermostat it wouldn't bother me one bit because the UI stays the heck out of my way most of the time. If you like the way iOS works on your iPad and OS X works on your Mac, there is no need to distract yourself thinking about WP7. Be more careful with your next iPhone or get insurance and you will do fine.
If you do decide to switch away from iPhone and you do your homework up front and make sure you know what you are giving up, there is no reason to fear any regrets. But if you switch hastily, there is a lot of risk you will regret your decision.