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A favorite of commerce editor Luke Guillory, this Bennett Winch bag is the perfect luxury option. It’s a modern upgrade on the classic messenger silhouette, with concealed pockets for your phone and wallet, a laptop compartment inside, and a luggage sleeve that makes airport schlepping easy.
Beautiful black Tuscan leather, sturdy zippers, and an twill interior that’s as polished as the outside make it a go-to if you mean business. And then there’s the fold-over flap, which gives the whole thing a slightly bookish, professor-on-sabbatical energy—in other words, it makes you look smart, even before you say a word.
