Kevin O’Leary drew attention on the 98th Academy Awards red carpet by wearing the 2004 Upper Deck Exquisite All NBA Access Pass, commonly called a Triple Logoman. The 1-of-1, PSA 10–graded card contains game-used NBA logo patches from Michael Jordan, LeBron James and Kobe Bryant.
O’Leary had the card slab set into a custom Tiffany & Co. case made with 2.2 pounds of white gold and inset with diamonds and rubies, then attached to a chain. He paired it with a bespoke Dolce & Gabbana jacket he said took seven months and multiple artisans to complete.
The Jordan/James/Bryant Triple Logoman has not appeared at auction; it was acquired privately in 2019 by one of O’Leary’s business partners, Matt Allen, with assistance from Ken Goldin of Goldin Auctions.
This wasn’t O’Leary’s first time wearing a seven-figure sports card. At earlier Actor Awards in March, he showed a 2007-08 Upper Deck Exquisite Dual Logoman Autographs card (Michael Jordan & Kobe Bryant) encased by Tiffany & Co. in a holder set with 101.32 carats of diamonds, 10 carats of rubies and white gold. O’Leary, Allen and entrepreneur Paul Warshaw paid $12.9 million for that card at Heritage Auctions last August, a record price for a sports card.
O’Leary attended the Oscars after appearing as Milton Rockwell, a wealthy businessman married to Gwyneth Paltrow’s Kay Stone, in Marty Supreme. The film received nine Academy Award nominations, including best picture, director, actor, original screenplay, casting, cinematography, production design, editing and costume design.
