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Have you considered a Pocket PC?
I've been using Palm and Pocket PC for the better part of the last decade, and have to say that while I started out loving Palm, Pocket PC allows you to be much...

There is a simple way to incorporate Covey's plan: Weekly planning.

I've read the 7th & 8th habits, and while I didn't find him too preachy, I do ffel there's a lot of hot air, or what I lik to...

Have had various PDAs (over 20 different devices) for 12 years... I've also had over 7 different SmartPhones...
Palm: Simple, basic organizer. Easy to recover if there's a crash or you purchase a...

Just to put my $.02 in.

You may want to augment your GTD with Stephen Covey's The 7 Habits, or for a rapid start, get First Things First.

The way I would handle your listed issues, and I do...

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The Outlook Sync onduit from MSN is terrible. I spent 2 weeks of nights on with MSN support. I certainly don't recommend it if you have over 200 contacts. (it maxes out at 700)

FWIW,