The Kevin O’Leary Triple Logoman necklace became one of the most talked-about accessories at the 98th Academy Awards on Sunday, March 15. O’Leary appeared on the Oscars red carpet wearing an ultra-rare NBA card as jewellery, blending celebrity fashion with high-end sports memorabilia.
According to Entertainment Weekly, the piece was the 2004 Upper Deck Exquisite All NBA Access Pass, a one-of-one Triple Logoman card featuring game-used NBA logo patches from Michael Jordan, LeBron James, and Kobe Bryant. O’Leary had the PSA-graded card placed in a custom Tiffany & Co. frame made with white gold, diamonds and rubies.
He paired the necklace with a bespoke Dolce & Gabbana outfit that took seven months to create. The result was a dramatic red carpet statement that quickly stood out among the night’s celebrity fashion moments.
Kevin O’Leary Triple Logoman Necklace Turns A Collectible Into Fashion
The Triple Logoman card is widely viewed by collectors as a grail-level piece because it combines three of basketball’s most iconic names in a single card. The card has never been publicly traded, which adds to its aura and scarcity.
Some industry observers estimate the piece could be worth between $20 million and $30 million. That figure was part of why O’Leary’s decision to wear it to one of entertainment’s biggest events drew immediate attention.
Unlike the Dual Logoman card featuring Jordan and Bryant that O’Leary and his partners bought for a record $12.9 million at auction last year, the Triple Logoman has not been offered on the open market. That distinction helped make the necklace feel less like an accessory and more like a portable vault piece.
How Kevin O’Leary linked collectables and Hollywood
O’Leary was not only a red carpet guest. He played Milton Rockwell, a wealthy businessman in Marty Supreme, one of the films in the Oscars conversation that night. Separate Oscars-night coverage also identified him as part of the Marty Supreme cast.
Read: Leonardo DiCaprio Oscars Meme Goes Viral After Conan O’Brien’s Opening Monologue
His appearance highlighted a broader trend: ultra-high-end collectables, increasingly used as personal branding tools. Instead of staying locked away in display cases or vaults, rare items like this are appearing in public as status symbols and conversation pieces.
That is what made the moment stand out. O’Leary did not just wear expensive jewellery. He wore a piece of sports-card history in a way that blurred the line between investment asset, fashion statement and awards-show spectacle.
