I was starting to look at other phones after getting fed up with the limitations of the VZW phone I had and not really impressed by their smart phone selection. The two candidates I was looking at was the iPhone and the HTC G1 (google phone). I was putting off making a decision and waiting for my contract to run out when Krak mentioned he'd scored a Blackberry and was happy with it, and suddenly the Bold was put on the table as a third option. The rest of the smartphone field was discarded after checking the out in store and through video reviews from phonescoop.com.
I ended up going with the Bold, mainly because of all the choices, it's got the least encumbered development platform.
Sure, that development platform is Java, but just because I hate everything about a language is no reason to be closed minded. AT&T was offering up refurbs for free with a new contract, and that didn't hurt the decision, either.
As for the device, I'm pretty happy with it. Better phone qualities than the Treo 600, the screen is fairly nice, can latch on to WiFi instead of 3G (and the 3G ain't bad), and the trackball is much better than sliding out a stylus any day of the week. The software itself seems decent enough, but the user interface is pretty rough when you go off the beaten path (ie, midpssh config is a freaking nightmare atm).
After fiddling around with it for a few hours, I think it'll do ok. I've currently ganked the Google Mobile stuff for maps, mail, and calendar and plan on using that instead of the native BB software (I don't need push messages). I ganked TwitterBerry from http://www.orangatame.com/products/twitterberry and will be giving that another shot (don't expect much different results, though) and I'm still struggling with midpssh (http://xk72.com/wap/) which appears to be the only free if not functional ssh application for the BB available at the moment.
Next up is locating some IM software.... might end up checking out Jive's Spark stuff for that.
Oh, and maybe, like, getting the contacts imported at some point.
But that's secondary.