I'd like to be able to add "tasks" to a trip or be given gentle reminders of things that I need to do.

Given that I travel a lot and have many trips that I'm trying to organize at once, I sometimes forget what I need to do to finish up planning, especially if I'm going to be taking a multi-leg trip in multiple cities.

It would be really handy if TripIt gently reminded me: "Looks like you haven't booked lodging in Vancouver yet. Would you like to do this now?"

Alternatively, I'd love to be able to set certain tasks for myself in the context of a trip: "contact your buddy about staying with him on the 8th", etc.