I did some shopping over the weekend and caused some more problems for myself.
First, I checked out ski packs. I didn't find much there mostly because the gear organization was setup for skiing not book and laptops.
What I did find was this: (sans camo)

It looked great. Enough room for all my stuff and the rolltop gives me a little overflow if required. It said something about waterproof on the tag, great. The straps are ok at best and the laptop compartment is a bit annoying. Nothing cheap can't fix. And it was cheap. I buy it. Get it home. Inspect the inside a bit more. No rubber lining on the inside. It would appear it is not actually waterproof.

It would be great, if waterproof.
I think I will go try to check out some chrome bags. They seem like the best choice so far...