I need a new PDA phone. Stay w/ windows moblie platform or go for Blackberry?

i currently have a htc tytn (aka cingular 8525, iirc). it's about time for a new pda/phone. i'm debating btwn sticking w/ a windows mobile phone or going w/ a blackberry (bold specifically, maybe). seems like either windows mobile or the sync program will act up monthly - it'd be nice to have rock solid performance and syncing - being a solo practitioner means every minute wasted on f@@kwoostering w/ making technology work is a minute less i can bill clients - still working on how to bill clients for this. i use outlook for my email and docketing (calendaring), but i'm not necessarily tied to it. i have email through my website as well as a gmail and hotmail accounts. afaik, either platform will sync w/ my client tracking software (i need to use it more).

any pros/cons for either platform i should know about? i'm familiar w/ windows mobile 5.0, but it's not as solid as it should be. suggestions on specific phones? i'm w/ att, so i'm not unlimited on which phone i can get.

my use, more or less, in order of most to least: returning calls to clients while on the road; docketing appointments, hearings, trials, deadlines, etc.; emailing clients and secretary; looking up statutes, case law, phone numbers on the web; some, really minimal, document review; looking up directions; camera/video minimal use; listening to podcasts some use; ebooks very minimal use.

why the preferences pookie?

*equally worthless smartass post, please ignore*
now i understand why you stay on the left side of politics.

i'll have to do some reading on those.
which new curve? out of the blackberries you've had is there one you preferred or features that are must have and others you could've done w/o?

how does it interface better w/ outlook?
guess i should have mentioned this in my first post, but one thing i've grown to dislike is the software keys to dial. i'd much rather have the hard keys on the front of the phone. thus i'll be avoiding the storm.