On March 3, 2023, Madonna took to Instagram to share her thoughts on the death of music executive Seymour Stein. “He Was one of the most influential Men in my Life!!” she captioned her post. “He changed and Shaped my world.” She then went on to tell the story about how she met Stein, explaining that a DJ agreed to play her demo, and someone from Sire Records — the record label Stein founded — happened to be at the club.
Madonna continued to recall that Stein signed her to a record label while he was in the hospital for a heart ailment. “This moment changed the course of my Life Forever,” she wrote. “And was the beginning of my journey as a Musical Artist. Not only did Seymour hear me but he Saw me and my Potential! For this I will be eternally grateful!”
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In his 2018 memoir, “Siren Song: My Life in Music,” Stein also recalled the time he met Madonna and signed her to a record label. He noted that he particularly liked the singer’s confidence, ambition and bluntness. “Lots of people have written about Madonna’s natural star power, and it’s absolutely true that even when she was still a complete unknown, she filled up every room and oozed a dazzling aura that even a hardened vet like me wasn’t immune to,” he wrote.