Not sure about about leather - I've only own items from the Jetsetter collection which is nylon. Sad to hear it's not soft…is it all parts of the bag hard, or only some? As for the top handles, I think most of the HB bags have upright handles and the only thing I can think of is to lengthen the shoulder strap!I discovered Henri Bendel this weekend and bought the Modern Icon Satchel in Black (among other things) . I love the design and it seems like a great work bag. Now that I have it home, I am not sure about a few things. 1. It seems so stiff, almost like leather on cardboard - does this soften up? 2. The straps don't fold down and when wearing it cross body, they get in weird positions - anyone else have this issue with Bendel bags? Any ideas to make it less annoying?