What kind of clothing would you pack on a 3-7 day trip and who much stuff would you need to carry in the briefcase? I personally tend to have too much work stuff in my briefcase to have the bag inside a bag solution work, particularly when I pack suits. I know there are super one-bagger's on the board who can do that, but I can't. Also, with the ways airlines are getting more aggressive in sizers it is getting harder to do that unless your briefcase needs are on the very minimal size.

I have been able to carry the clothes in my MEI Executive Overnighter and my usually overloaded Tumi briefcase on trips together. The easiest way to do that is to put the Overnighter in backpack mode and put it on both shoulders (you could do this with a RedOx Skytrain or Tom Bihn Aeronaut also) and then sling the Tumi over one shoulder (perhaps over the neck). When it is actually time to walk down the plane aisle it is easier to use the grab handle and put it in front of me and swing the briefcase to the back. Overnighter goes in the bin up top and the briefcase under the seat in front of me.