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Kevin O'Leary's Triple Logoman Card Stuns at the 98th Academy Awards

3/17/2026, 8:56:51 AM

The Eye-Catching Accessory

At the 98th Academy Awards, entrepreneur and "Shark Tank" investor Kevin O'Leary drew significant attention by wearing a custom necklace featuring the 2004 Upper Deck Exquisite All NBA Access Pass, known as the Triple Logoman. This unique piece showcases game-worn NBA logo patches from three basketball legends: Michael Jordan, Kobe Bryant, and LeBron James. The necklace is estimated to be valued between $25 million and $30 million, making it one of the most expensive items ever displayed on a red carpet.

Craftsmanship and Design

O'Leary's Triple Logoman card is a one-of-a-kind collectible, graded PSA 10, and is the only card of its kind ever produced. The card was encased in a bespoke Tiffany & Co. holder crafted from 2.2 pounds of white gold, adorned with approximately 100 carats of diamonds and 10 carats of rubies. The intricate design took multiple artisans seven months to complete, reflecting a growing trend where high-value sports cards are treated as wearable assets rather than mere collectibles.

Background of the Collectible

The Triple Logoman card has never been auctioned, and its current valuation is based on its rarity and the prestige of the players involved. O'Leary's business partner, Matt Allen, acquired the card in 2019 through a private sale facilitated by Ken Goldin of Goldin Auctions. This card represents a significant milestone in the sports memorabilia market, merging the legacies of three of the NBA's greatest players into a single, high-value item.

Criticism and Market Trends

While O'Leary's extravagant display has garnered admiration, it also highlights a shift in how collectibles are perceived in popular culture. Critics may argue that such displays could contribute to the commercialization of sports memorabilia, turning historical artifacts into mere fashion statements. However, O'Leary's choice to wear the card underscores a broader trend where elite investors view high-end collectibles as viable investments.

Official Statements & Responses

O'Leary expressed his excitement about the necklace, stating, "Nobody knows [the exact value]. The card has never been auctioned to the public." He emphasized the significance of the piece, noting its unique status in the world of collectibles. His appearance at the Oscars was not just about fashion; it was also a strategic move to market investment-grade collectibles to a wealthy audience.

What's Next for O'Leary?

As the awards season progresses, O'Leary's bold fashion choices may influence future trends in the intersection of celebrity culture and high-value collectibles. His recent appearances, including wearing a signed Jordan and Bryant card valued at around $20 million at the Screen Actors Guild Awards, suggest that he will continue to leverage his platform to promote the growing market for sports memorabilia.

In conclusion, Kevin O'Leary's Triple Logoman necklace not only captivated audiences at the Oscars but also sparked discussions about the evolving nature of sports collectibles and their place in contemporary fashion.