A part of the reason my peers might not use it often is perhaps simply because they don't need to schedule very much. My wife I could imagine enjoying such functionality.

The thing about some of the more complex scenarios, however, is that for me it would have to be 100% reliable and trusthworthy. If it were only 99% reliable and trustworthy, or even 99.5%, the lack of faith and the need to double check would remove its utility.