Thanks for all the advise. I just picked up the 17-55 this afternoon and it should be here on Tuesday. With all the positive comments plastered all over the internet surrounding this lens I feel like I made the right decision. Now I've got a few weeks until the Discover bill shows up so I should be able to figure out which way to go. As it stands right now the 17-85 & 55-250 are out.
This leaves me with the 10-22, 17-55 & 100-400 which should leave in pretty good shape. I can either add the 85 1.8 or the 70-200 some time down the road.