This black ballistic bag won't stand out on the carousel, but it's got smart features, including a neoprene sleeve that provides easy access to your laptop at security. After an away series with this bag, Dickey deemed it sturdy, with intuitive pocket-placement and organization. He had one hang-up: "The water-repellent zipper covers prevent you from opening it with a fluid motion." [$270; thenorthface.com]
Mad Men's Charming Rogue
The man who played Roger Sterling, is moving on – surfing in Montauk, hanging with his son, and directing a feature film.
Plus: Greenpeace's High-Seas Avenger
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