South2West8 is distributed by Nepenthes, so think made in the USA classic gear with a Japanese attention to detail. Their painter’s brief and lockable bag are refreshing in a sea of totes and messengers. Yes, I’d like to lock my bag. No, I do not carry kilos in it. Yes, I am paranoid.
Don't overlook their backpacks either. A good backpack is probably aesthetically and ergonically better for you than a messenger bag. Inspired by Lewis and Clark, South2West 8’s backpacks are rugged and detailed enough to distract you from the fact you just spent a lot of money on a backpack. There's no mention of any Sacajawea inspired bags, which is a bummer. At least they didn’t name the shopping tote after her or something. That would have been sexist.