Take directions. I work at a coworking space 4 miles from my home. The hours I'm there vary. Now seems to try predicting when I'm going to leave and shows me directions home. Its timing is never correct and I don't need directions for a route I drive all the time.
I can only remember one instance of it correctly notified me of when to leave (with directions) for something on my calendar. Often it just shows directions without the "Leave Now" message.
Sometimes it notifies me of the weather. Sometimes it doesn't. I haven't figured out that pattern yet.
Overall it just doesn't seem to understand my usage patterns.