Luxury

Chanel Boy.Friend—’A watch so rare it brought grown collectors to tears’

Kevin O’Leary unveils unique watch from Phillips New York auction

Canadian businessman and Shark Tank star Kevin O’Leary, also known as “Mr. Wonderful,” has added a one-of-a-kind wristwatch to his impressive collection. O’Leary emerged as the winning bidder for a unique Chanel Boy.Friend wristwatch at the Phillips New York Watch Auction: XI, held December 2024. The watch, initially estimated between USD $70,000 and $140,000, saw an intense bidding war before selling for $222,250.

Bidding via phone, O’Leary secured the watch with all proceeds—including the buyer’s premium—going to benefit TimeForArt, a philanthropic initiative that supports contemporary artists.

The entrepreneur and investor shared his enthusiasm on Fox Business last month:  “Here it is—the Chanel Boy.Friend, a watch so rare it brought grown collectors to tears,” O’Leary quipped on Instagram. “The competition was fierce, but no one messes with Mr. Wonderful.”

The dial of the one-of-a-kind watch, in shades of pink, violet, and blue, is Grand Feu enamel. This traditional process involves carefully applying liquid enamel to an 18-karat white gold base before subjecting it to repeated firings at a searing 800-degrees Celsius.


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