I have the leather version and I use a soft organizer that is measured to fit against the walls. I found that when I tucked the bag under my arm, using the strap, the sides collapsed toward each other. I prefer that nice rounded luggage look.
As the preloved price has come down, I’ve been so tempted to buy other colors. It’s the weight of the leather that I can’t handle. I love this bag to death, but it does feel a little like I’m carrying a piece of luggage. Canvas is so much smarter. And it’s great to get a long- sought piece. Enjoy!