I wasn’t unhappy with my iPhone 3GS until I updated to iOS 5. I’m not unhappy with iOS 5 either, except that my battery now drains like a spaghetti strainer and the processor is clearly choking. The agency put me on world tour for two weeks recently and keeping a charge became an hourly challenge of bribing waiters to charge my phone behind the bar and fighting for outlets at Starbucks. That and sitting in clients’ lobbies a little too long after meetings ended.

I need a new mobile phone.

Now, those of you who know me know that I love a well-crafted product and I hate the painful process of getting used to a new ecosystem, so it would seem that I’d be all about the iPhone 4S. But a few wrinkles have worked their way into my otherwise seamless upgrade plan.

First, there are my Android-lovin’ co-workers who’ve been taunting me with their slick cameras, 4G and integrated Google services. I have to admit to a little gadget jealousy, that is, until I watch them try to find something, anything, on their phone and I see how long it takes. Second, was a last-minute invite to a Windows Phone launch party in New York City. That OS is smokin’. It’s beautiful. And who doesn’t want their Xbox avatar on their phone?

While I was in New York I attended the AdTech NY Conference and sat in on the Walter Isaacson talk. Toward the end he discussed the relationship between Steve Jobs and Bill Gates and how one of them (Jobs) was obsessed with producing integrated experiences that were beautiful inside and out, but essentially closed in order to preserve the integrity of that beauty. While the other (Gates) believed in malleable systems whose experience could be altered to suit the needs of a multitude of third-party manufacturers.

These two men shaped the universe of OS interaction as we know it today.

It’s an interesting juxtaposition if you think about it. The iPhone is like a pristine, planned community with credit and background checks just to get a visitor’s pass. Android is like, well, it’s like New York City: everything all the time, just the way you want it, but also dirty, confusing and sometimes it just doesn’t work as expected. As for Windows Phone OS, I’m not even sure yet. It’s feeling like something in the middle—maybe downtown Chicago.

For the first time in a long time, it really is an open field. Two years ago I bought my first iPhone and as my contract marched toward expiration, I never thought I’d consider another device. Now, Android has matured to a competitive place functionally and Windows Phone has made a strong showing out the gate.

On December 1st, I’m either getting the iPhone 4S, the Windows Phone sporting HTC Titan, or the Android-powered Samsung Galaxy S II. And, you, America, are going to decide for me.

Why these three? Well, first off, I’m not switching carriers and on AT&T these are my best options. I also don’t really care about 4G. It can be impressive, but even on Verizon the network is just not mature enough. Let’s not even get into battery life. Also, I liked the idea of selecting phones from three different manufacturers.

To those of you who might say, “But what about all those dropped calls?” I would probably reply, “You use your mobile phone to make calls? Weird.”

Below you’ll find a poll. Vote for the phone you think I should get, we’ll tally results, and on December 1st, I’ll get that phone and spend the next 30 days blogging about it. I’d also like to hear your thoughts in the comments section (as well as on Twitter: #reggiesphone) about these phones and your experiences with the OSs.