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.

• 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."