I'm beginning a search for a new bag for fall. I would love to have a largish bag that can be worn as a crossbody -- at least as an option. I've seen this Sak Ventura convertible backpack IRL in DSW last spring. The color is lustrous and the leather appeals to me. I did not see it in the black, but I typically carry black bags.

Feedback please:

1. Overall impressions of this bag with my style -- particularly for business casual use and travel.
2. I have a goal to incorporate chocolate brown, but would this work with my black/grey wardrobe? My red puffer coat?
3. Which color is more attractive?

I love that it can be worn crossbody or as a backpack, and it's just long enough to carry a thin folder of music or a book or magazine. It is not weatherproof, and doesn't have an external water bottle slot, which I wold love to have when I travel, but don't need for everyday.