Patrick Ryan
for Valet.

Nothing says "Hey guys! I'm the new intern!" like a messenger bag. If you actually are an intern, well then, rock that shapeless canvas thing like there's no tomorrow. If not, upgrade to a leather briefcase—like the one the Chairman has. Even if all you carry is toothpaste and your job title is "assistant to the regional manager", it'll make you look like a big shot. And you know what they say about dressing for the job you want. There are several classics to consider, and they ring up at every price point.


Winn expandable,
at Luggage Online


Leather attache,
at Samsonite


Calfskin briefcase,
at Brooks Brothers


Bosca brief bag, at
Executive Essentials

  • In his 2004 tome The Art of the Deal, Donald Trump said, "I don't carry a briefcase. I leave my door open. I prefer to come to work each day and just see what develops."

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What should I pack for my first business trip?

- Matt, OH


With nearly every airline imposing a baggage fee nowadays, if you can get away with flying with just a carry-on, do it.

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