i am interested in the above questions as well. i absolutely love the user friendliness of my palm, the tons of free software, and fun stuff i can use it for.
i have one program that makes the device altogether worth the price... it's call four.zero - i have every syllabus loaded into it, weighting of each assignment, and can send it directly over to my todo lists and datebook (i never forget anything, for my classes anyway). this program also lets you input all your grades and will calculate your GPA as you go, report card as you go, and allows you to perform what if scenarios to see what you need on a final to get the A. single most useful program to students and i don't know if it is available for anything other than palm (check it out at palm.com in the software section, you can actually try it online without even owning a PDA).
still considering upgrading to one of the windows machines though but you gotta convince me first.