Willis is bigger than the city bag. The city bag has a little more space than I need but it is comfortable. It is such a mom bag, but I really like it. Clean, simple, holds a lot and can be worn with anything.
Willis is not nearly as big as it looks on insta posts. I think it is just a photo effect. It is not jumbo briefcase sized like it can look in photos. An alternative is the Court style wise, you said it is a bit small. The city looks nothing like either one, but it is in-between in interior space
I am going to try the rambler next. I know everyone loves the court but I am not sure about it yet.