I have owned both platforms. I was hoping to get an iPhone like phone on Verizon before it was released on the network, so I got a Droid X when it came out.
Overall, the phone was not terrible, but I would never own another android device.
The support on the phone broken. The way OS updates have to trickle down to the handsets do not work well. Google must develop the OS and send it to the OEMs. The OEMs customize it to work with their hardware. Then, the OEMs must get the blessing of the carriers and load the bloatware (think consumer Windows PCs) on top of that, and then finally several months later, it makes it to your handset.
There was a version on the HTC Incredible that had a security flaw where if you logged into a Google service through an open WiFi network, your credentials were exposed (it was not SSL encrypted). I am not sure if this ever was fixed as the handset was over a year old and HTC stopped releasing updates for it.
Another thing is that the Market at the time had so much junk in it. Any 12-year old that got a book and there mom and dad got them a phone put stupid stuff on the market, and it really diluted the quality of software. Not to mention the security related to these questionable applications. When Verizon told me I should install security software on the Droid when I bought it, I pretty much knew this was not the phone for me. This is a phone. It has a lot of sensitive information on it and it should be hardened from the factory.
The battery life was not that great. Occasionally I could not hear callers at all. The only way to resolve this would be to reboot the phone.
The last straw on that phone was the fact that I sent a work email and never received a response. I ended up sending about 12 that day. Never got a reply on any of them. Then I looked in my Outbox, and they were all hung. There was no way to send them, and I had to delete all of them, and compose them again from a computer. That made my mind of that this was not a business phone, this was more of a toy - an open handheld computer to tinker with. Google maps' navigation feature was totally off on some routes and unreliable. And that phone I believe is stuck on Android 2.3.
The iPhone on the other hand does not have the customizable stuff (widgets, etc.) that the android does. But it just works. The email is reliable. The OS is reliable. It has nice features like AirPlay, iTunes match, a great camera, and pre-screened apps to prevent the 12 year olds from hijacking your phone or stealing your information.
For a phone, I had much rather have a "closed" system like the iPhone instead of the Android. Not the case at all with computers, but for a phone, yes. If I were to move away from the iPhone, I would either go back to a BlackBerry, or to the Windows Phone.
Would you buy a phone from doubleclick.net? That is essentially what a Google phone is. Google is an ad company that just so happens to do search. I do not trust ad companies.