The Shark Tank investor arrived at the Shrine Auditorium in Los Angeles on Sunday with a rare, one-of-one basketball card signed by two NBA legends, Kobe Bryant and Michael Jordan, framed in white gold and covered in diamonds.
O’Leary, 71, is best known for his role on Shark Tank. But this time, it was not a business pitch that got people talking. It was his necklace.
Kevin O'Leary attends the 32nd Annual Actor Awards at Shrine Auditorium and Expo Hall.Photo by Frazer Harrison/WireImage
The card is numbered 1-of-1, meaning there is only one like it in the world. O’Leary bought it in August 2025 for $12.932 million. On the red carpet, he proudly said it is now worth $20 million.
View this post on InstagramThe necklace includes 2.2 pounds of Tiffany white gold and about 100 carats of Tiffany diamonds. He described the weight of the piece in a social media video before the event.
O’Leary explained that wearing the card in Los Angeles had special meaning. Bryant, who played for the Los Angeles Lakers, died in a helicopter crash in January 2020 along with his daughter Gianna and seven others. O’Leary said the necklace was his way of honoring the late basketball star and “bringing Kobe back to LA where we all love him.”
Experts say the card’s value comes from its rarity and history. It is the only dual Logoman card signed by both Jordan and Bryant. The patches on the card come from game-worn jerseys, making it even more special to collectors.
“It’s going to be a part of an index that I’m going to continue to grow along with my partners,” he said in a past interview. “We look at it no different than our bitcoin holdings, our ethereum holdings, our gold holdings. ... It’s no different than collectible watches, in some way. It’s so rare that the prices continue to appreciate, and they seem to defy recessions.”
O’Leary wore the necklace while attending the 32nd annual Actor Awards, where he was nominated with the cast of Marty Supreme for Outstanding Performance by a Cast in a Motion Picture. In the film, he plays Milton Rockwell, a wealthy businessman in a 1950s sports drama.
While many stars wore designer gowns and tailored suits, O’Leary’s bold choice stood out because it mixed sports history with high jewelry. It was part fashion and part investment statement.
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