My failure to find a baller messenger has brought me to this. I feel like I could do a lot worse? Bought this a year and a half ago in khaki on sale for ~$60. Been using it as my primary bag for work (teaching), so its contents are usually lots of paper, a netbook, chargers, and a sweater. I've also flown with it a couple times. There's some fraying on the interior lining near where the shoulder straps attach because I stuck a hanging file folder in there and the hooks poked holes in the lining. The wax on the canvas needs to be renewed which I'll do sometime this summer. While I plan to get a higher quality bag after this one, like a Filson or something in leather, the Bowry bag has been fine, especially for the price. The worst part of the bag is that the snaps provide poor functionality. If you pick up the bag with the grab handle, they all pop open. The shoulder strap is really the only way to carry the bag.