For the Baggage Claim series, seasoned travelers unpack their devotion to a favorite piece of luggage or travel accessory.

ROLLER BAGS might be efficient, but traveling with a duffel bag suits Tucker Marshall just fine—especially when it’s made in rich, chestnut-hued Italian leather, like the Ghurka carry-on he loves most. Marshall, 47, the chief financial officer of the J.M. Smucker Co., believes luggage should be an investment. “It’s your uniform; it’s the way you deliver your business,” said the Orrville, Ohio-based executive, who has toted Ghurka’s Cavalier II No. 97 for a decade.