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Could you get a something that combines both straps into one and just throw it on your shoulder...similar to what the duffle bags have?
The tote handles slide off my shoulder one at a time..annoying when getting through the airport.
@zola I'm unsure if you already have something in mind for the interior dividers, but this is what I was looking at using:
http://www.bhphotovideo.com/c/product/765054-REG/Tamrac_A11603_116_Camera_Shuttle_for.html
http://www.bhphotovideo.com/c/product/509016-REG/Tenba_638_251_Pro_Digital_2_0_Photo.html
The Tenba also fits a Filson Medium Field Bag.
Both models aren't as wide as the tote, but that could be helpful as you could slide the laptop/ipad on the outside of the insert.
The 256 is going to be a little tight with the shoes.Alright guys, I need some suggestions. I'm getting ready in the next week or so to buy a new briefcase bag. What are your thoughts on the 256 vs the 257? It will mainly be used for everyday use back and forth to the office. Occasionally, I may have to travel overnight for work. Are either of the 2 big enough for my laptop and a change of clothes and shoes? Thanks for the help.