I've been using Google Calendar for a while now and there are a couple of problems that I have noticed and a couple that friends have pointed out.
Generally, Google has yet again made a great product. The new event parser works really well. If you don't know, it basically allows you to type in events the way that you think about them (e.g. "
Another thing that they got right is public calendars. There are currently thousands of public calendars that you can add into your Google calendar like a calendar of holidays. But you can also subscribe to iCalendar feeds (as I have demonstrated icalendar importing of Drupal events in the past). This is the kind of thing that will take a geeky technology (iCalendar) and hopefully make it easy enough for "my mom" to use. She can just use the "search" box for the term in an iCalendar feed and there she has it without knowing about iCalendar protocol at all.
In that same vein, you can have multiple calendars in your google calendar - e.g. work and personal - and share your calendar with different permission levels. So, the wife can see and edit my personal calendar but not my work calendar. You could allow coworkers to view (bot not edit) your work calendar and only let your coworker friend see your personal calendar as well. Pretty cool.