I bought both sizes in grey and I'm really surprised by the quality. I didn't even realize they had an internal pocket. I'm pretty sure they'll last a lifetime but my only gripe is that since they're really thick, they're not that easy to fold neatly. I carry the small one in my daily carry messenger bag, but I kinda wish it was a bit smaller.
The handle size are perfect for me, I'm 1.8m so they're not hitting the curb, but I can see them being a problem for smaller people, but I think this is kind of a common thing for tote bags anyway.