I understand where this guy is coming from....
My first PDA was a NEC Mobilepro Win CE device (5 or 6 years ago now? Maybe more..) and since then I have owned a few Pocket PC's over the years: a Casio EM500, a T-Mobile Pocket PC phone edition, and now using an ipaq 3835.
There have been some cool changes over the years... wifi, VPN support, Divx players. But still... really, my newest PDA has very few advances over the Casio EM500 from 4 years ago.
I am thinking about getting a new PDA in the fall... probably a h5555 (so I can keep using my PCMCIA expansion sleeve), but am having trouble justifying the $600 it will cost me, when it doesn't really give me much more than a faster CPU and built-in wireless.