Updating like I promised...
I ended up making the trade on Sunday night for a Bold in exchange for my iPhone and $30.
So far I'm loving it -- it's so much different than other BBs I've played around with before. Took me a while to get used to the keyboard as I've never had a smartphone before the iPhone (and that was touch screen), but now I'm pretty quick. Also am slowly figuring out the shortcuts. I'm waiting for my corporate IT guys to set up a BB enterprise license for me so I can get my email on it as well.
Overall I definitely think I made the right choice! Thanks for all the advice