Stevie Van Zandt is the ultimate underboss. His first big break came in the mid-70s as Bruce Springsteen’s right-hand man, guitarist, and occasional co-producer in the E Street Band. Later he seamlessly made the jump to acting as one of Tony Soprano’s key consiglieres, Sil, on The Sopranos. 

Van Zandt recently released his memoir, Unrequited Infatuations, which details his career over the past 50 years. On today’s episode Bruce Headlam talks to Van Zandt about the budding New Jersey rock n’ roll scene in the ‘60s, and what it was like recording with legendary R&B singers like Ronnie Spector and Darlene Love. He also reminisces about first meeting Springsteen—who Van Zandt says he saw go from a shy kid who was too timid to speak, to one of the greatest entertainers of our time.

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Check out our favorite Stevie Van Zandt songs HERE.