OK so I might not take this to every business meeting but it's beat up in the very best way. Like some old blue blood's leather chair. $299 at Oak.
Utility Canvas is one of those companies that makes the basics better. Perfect example is this tote which comes in four standard colors and holds a ton while not being too big. $78 at Utility Canvas
This one from Lands' End Canvas 1963 site is pretty great and at $89 leaves me some dough ray me to buy something.
This bag shows up on photo shoots a lot. It's the classic boat n' tote from LL Bean but with added personality. At $19 it's crazy cheap and nods to the season. It's actually great in home decor too to keep up with magazines, throws, fire starter, in foyer for mittens and winter hats etc. ... LL Bean
Grab a bag and go!