Palm Treo 680
I've been carrying a Treo 650 for the last two years and was definitely ready for an upgrade. The 650 was so close to being the perfect smartphone -- it is just a bit too big, the battery life a little too short, and it's operating system somewhat buggy (I had to reset it a few times a month). That's why I was so excited about the Treo 680. I preordered the sucker!
Unfortunately, the Treo 680 is barely an upgrade over the 650. The should have called it the Treo 655. Sure, the keyboard is a little better, and they ditched the antenna nub and made the form factor a little smaller but you pay for this with a shorter battery life. If you're a heavy user like me than this is a poor trade off. My biggest problem with the Treo 680 is that the cellphone mysteriously shuts off for no reason (Cingular is my carrier). I never know when this was happening and the only way I can tell is if I happen to notice that the upper-left corner of my screen stops saying "Cingular" and instead has a random collection of symbols and letters. The only way to get the phone working again is to pull the battery out. I went back to Cingular and they gave me a new handset and a new SIM card and the problem still exists. I'm ready to throw this thing against a wall. Unfortunately I gave me Treo 650 away. Let no good deed go unpunished right.
I'm thinking about getting the Blackberry Pearl.