If you need your "everyday bag" to tote around business documents/folders (potentially a laptop, etc.), then I'd go with the Modern Chain. Even though the dimensions of the large Ultimate Soft seem more than sufficient to fit a business document/folder, the unstructured nature of that bag really isn't built to carry structured things or heavy things IMO. That said, if you don't plan on using the bag for carrying documents/papers, then the Ultimate Soft can be quite practical as well. I have to say though that I did find the Modern Chain tote quite heavy when I tried it on, but I think it's still manageable once you get used to it.