I was also going to suggest the Addison!! I have one and LOVE her! I haven't used it for a laptop yet, but that's b/c my work laptop is ginormous (widescreen, over 15"). But it is big enough and probably sturdy enough for the stuff you mentioned. I'm not a fan of any of the newer bags from Coach as "work" bags - it seems that Coach isn't making straps very sturdy anymore. They all look so flimsy. Has anyone else noticed this?I love the Addison bag...I have been on the search for one for myself. I am an Insurance Agent, and carry the same if not a little more. I love the addison bag, very classy and functional. Oh and it has tons of room!