Maybe a print out in one place or another of a workflow diagram with the DELEGATE IT option highlighted in orange?
And yes, Waiting For will be a must. If you have just a few individuals who you delegate to, maybe more regularly reviewing your Waiting for's will inspire you to give them more to do? "You know since Bob is doing X and Y, it makes sense for him to be doing Z too." Then shoot off an email to Bob, go see him or whatever. Maybe?