[volwrath]

Bob,

I am right there with you on the PocketPC side. I will be happy to go into any details if anyone is interested in individual programs.
Ebooks
I use uBook on my treo, and combined with the direct page hack on the sony reader, read the same book concurrently. It really used to be a pain before the direct hack, but since uBook gives percentage read it is easy to do simple math to keep it and the reader synced

A/V
TCPMP
Coreplayer - Buyers regret for me as TCPMP works better
Pocket Player (Podcasts and Music) - Replaced my mp3 player
Windows Media Player -- I use this to stream mostly. it does better than the others with WMP streams.

PIM/PDA
ListPro
PocketInformant
APMemo
FlexMail
KeePass - excellent freeware password safe

Extras
SPB Mobile Shell
Pocket Stars
Google Maps -- use with bluetooth GPS
Windows Live Search -- use with bluetooth GPS
Weather Panel -- Great freeware weather program
Slingplayer
XnView
Chronos-- Time App

Edit: I also use PIEPlus in conjunction with PIE and use mobile bloglines.