Gallery tote VS North-South Tote?

I'm debating which one I should bid on ebay....Opinions? I want to use it as a book bag/carry on when I travel..AAFES has one gallery tote in black left for $272, I believe. Think there would be anymore discount since it's the last one?
 
I would say North-South tote. I did own a Gallery and it fit my book but it was the long way and I wanted more depth. If that makes sense. Of course I am still looking for the perfect tote.
 
I have a few gallery totes and love them. The books would have to be "laid down" so to speak, but it would work great. JMO, I don't really like the taller totes, I tend to go for bags that are E/W (wider than they are tall) instead of N/S (taller than they are wide).
 
In contrast, I'm all about the book tote. I love mine; I can fit my laptop, a full-sized textbook, file folders and all my purse etc. etc. in there without it being a struggle. My girlfriend has a gallery tote, and even when it's crammed full she only has in it what I carry on a "light" day.

Happy hunting!!