I started with a BlackBerry in 2005, and stuck with it through two product cycles. I finally gave in and got an original Droid; Verizon didn't offer the iPhone yet. I had played with an original a few months after it had been released, but at the time Verizon was pretty much my only choice for where I was living, at least for digital data services.
I did see the revolution in that phone though; combining an evolved mobile OS (sorry, but the basic functionality and layout struck me most as an evolution of BBOS) with the ability via a large screen of actually having a "usable" online experience. Stayed hung on the physical keyboard for a while though. Last upgrade cycle I realized I was invested enough in the Android ecosystem to stay with it; yes the iOS integrated experience is smoother but I was already familiar with mine so even that wasn't compelling enough. I'm just a little disillusioned with this at least as an "integer" release instead of a "point" - the OG iPhone was groundbreaking, the 4-series was a huge step up in design, with the high-dpi display and FFC...but the 5 really just doesn't strike me as anything spectacular in terms of attracting switchers or new customers. Of course if I were already invested in iOS I would upgrade but even then I'd wait for a contract subsidy.
I see tiny shades of the Sculley/Spindler days starting to rumble around now that Steve is gone again...Apple isn't IBM or MS, they have to be a lot more agile to stay ahead. I worry.