When dragging big rock
Something I thought would make assigning roles to tasks easier is if you drag a big rock from under your roles over to a week day, and hover it over a task, it will assign that role to that task. Additionally, if you drag the big rock over to the textbox where you enter a task, it will assign whatever you end up typing in as that task to that role.
I think this would be useful because I think the big rocks are rarely used as an actual task, but rather something to call a collection of tasks. I know you can change this in the details view, but that takes several clicks and the brilliance of WeekPlan is it's simple and intuitive drag and drop capabilities.
With the current functionality, I find myself only using the big rocks as a somewhat sorted 'pending tasks' pile, and don't really think about them the way they are intended because assigning the tasks to the roles takes too much time.