Without prompting, Peebles notes that the 21st anniversary of the day he met his wife is a few days away. For a full 10 minutes, he rhapsodizes about the fateful day he spotted her on the sidewalk in the Georgetown section of Washington, D.C., and turned his car around to say hello. He remembers the minute details: what she wore, the cappuccinos they begged off a closed restaurant, the dates they both canceled to spend that first weekend together. (“He has gotten even more romantic, which isn’t the way most relationships go, according to some of my girlfriends,” says Katrina.)
The Bridgehampton house brims with family photos, tucked into corners, hung on walls, stacked in albums at the top of the main staircase. The love overflows to a nearby 2,500-square-foot beachfront bungalow in Sag Harbor that Peebles purchased at auction in 2008. It’s similar to how someone in L.A. may have a cottage in Malibu, only these homes are less than 15 minutes apart. It’s a convenient stop after a day out on his 66-foot yacht, a Father’s Day gift from his family this year. (Peebles, though, considers himself more of a car man, having owned roughly 100 luxury vehicles over the course of his career.)
Last year, he flirted with the possibly of running for mayor of Washington, D.C. (the bid was halted when Katrina’s mother fell ill). For now, he plans to focus on growing his company by expanding into casinos, possibly cruise lines, and one day, Manhattan.
But while he does, he will remember to delegate tasks, shut off his cell phone, pop a bottle of white Burgundy, and pull out the Monopoly board with his family. After all, he says, “The benefit of being the person who runs the company and of having financial security is being able to have the time to do things that are important to me.”