Mr. Wonderful on F. P. Journe, Rolex and why he's started hiding new watches from his wife.
The business mogul is, however, cagey about his collection. O’Leary won’t say how many watches he has anymore, because he’s been robbed, twice, but he will reveal that he wears three different watches every day. And his watches travel solo—he has them shipped ahead to his destination where they will be waiting for him upon arrival in a hotel safe.
“I pull three or four watches per day,” he says. “I know it sounds eccentric, but that’s what collecting is.” On that day, his choice for the morning was an iconic status watch: a steel Rolex Daytona with a white dial. For the party later that evening, he donned anChronomètre à Résonance, one of several Journes in his collection. “These have appreciated like crazy,“ he comments. “He doesn’t make them anymore.
Although O’Leary has amassed a portfolio of over 50 companies that he has invested in, he has never invested in a watch brand. “I’ve thought about it but I’ll tell you what I’m worried about. If I invest in one company, will the others support my habit? Right now, I get access to incredible pieces, because I’m neutral. I’m Switzerland; I support all the brands. Also—you don’t have to invest in a watch company to make money off their watches. You just have to buy the watches.
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