Thank you for the replies, mrojas and Bulfaiter.

mrojas, I use Gmail and Remember the Milk heavily. I also use Google reader, Google docs, and Google voice and video chat on a daily basis, and Google calendar here and there. If Remember the Milk isn't available on a PDA but Google functionalities are, I'd be happy to switch over the Gmail + Tasks + Google calendar.

I'm goal- and detail-oriented and always make lists and memos for myself to keep track of deadlines, schedules, and to structure my off-time, so what I'm looking for is a portable wireless system with software that I can use to manage school, work, and personal stuff all in one place.

Bulfaiter, I'm not opposed to hacking, tweaking, and modding, but mostly I'd like an efficient, minimal device with as little modification as possible.