Although I love using a paper calendar to jot down the to-dos for each day and refer to my one-page-per-day calendar all day long, I realized this year that I need to start up next fall using MS Outlook again, and also to use it for special notes I might refer to during the year. The search features in the Outlook calendar make finding key words a breeze and this helps so much when you're trying to recall when you spoke to a parent or dropped off a piece of equipment that no one can find when the hot days of June roll around.
A couple of years ago, when I was still working as a Realtor, I found this book at Goodwill and it was a real eye opener: Take Back Your Life--Using Microsoft Outlook to Get Organized and Stay Organized by Sally McGhee. It's business focused but has applications for anyone who needs to better plan their work. It's also a training manual of sorts for folks who haven't been exposed to managing by objectives. Now, you may find it a little overwhelming so take a chapter at a time and avoid skipping around--organizational nuts like me love this stuff.Keep your eyes open for the shimmering of blue-tail skinks; they're my favorite.