Thank's Tim. Definitely interested in what your friend uses. The Samsonite looks pretty good, but I'm not sure it would be big enough to hold what I need. I do like the fact that it retains a professional look which is nice. It's a fine line between rugged toolboxes that are used by construction workers, and a more high end professional/leather looking bag.
Again, I might have to end up with two different storage solutions. One bag for laptop, and the Pelican box I mentioned above. The main reason I like the pelican is because the modular compartment design, but it's also somewhat overkill because it's usually used to protect expensive equipment (cameras/lenses/etc) and I would be using it for my drill/patch cables.