I'm never satisfied with the way reminders/Task lists work in Outlook. There's nothing functional wrong, it's just that they never seem to be the useful tool they should be. I just can't set things up to give me the right mix of persistent reminders, reminders/views on semi-important tasks and reminders/views on background tasks. In fact, I often send e-mails to myself to remind myself of very important tasks so they are always facing me whenever I come back to my Inbox (which is often).
I suspect reminders/task lists are one of those things which are deceptively simple. Easy to build an application to provide the functionality, but very hard to design to become a useful overall organisation tool/life management tool. Perhaps the 37 signals guys are gonna come up with the solution:
Backpack Preview #2: Reminders - Signal vs. Noise (by 37signals)I suspect there are lots of simple tools like 'to do' lists that could become much, much more effective with a lot more observation/thought on how these things are actually used and how they can enhance daily life. These simple apps would be a good candidate for a way to show-off advanced user-interface techniques in a very simple application (e.g. proactive interfaces).
Mindful with more musing to do...