A Centennial Celebration of Jazz Stories In this milestone 100th episode of Jazz Cruises Conversations, recorded live on The Jazz Cruise '25, legendary guitarist and vocalist John Pizzarelli sits down with his longtime friend and collaborator, vocalist Catherine Russell. For the last few years, John and Catherine have been performing together in a project they call 'Billie and Blue Eyes,' spotlighting the music of Billie Holiday and Frank Sinatra. John talked about coming up in the jazz and music world and hanging (and playing) with legends like Benny Goodman, Les Paul, Joe Venuti, Zoot Sims, Slam Stewart, Clark Terry, George Shearing, and of course, his father Bucky. Plus, John shared some stories about working with pop icons James Taylor and Paul McCartney.
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Key Takeaways
• The Family Business: John began his musical journey on the tenor banjo at age six before switching to the guitar at 12. He grew up in a house so full of music that if you wanted to sit on the couch, you had to move a guitar first.
• Trumpet Troubles: Before committing to the guitar, John played trumpet from fourth grade through his sophomore year of college. He admits "trumpet is hard," but his classical training on the instrument gave him an immediate "in" when he first met Wynton Marsalis.
• Pranks with Les Paul: Living only 15 minutes away from the Pizzarelli home, Les Paul was a frequent visitor who enjoyed playing tricks, such as de-tuning John’s guitar or pulling out his patch cord in the middle of a performance.
• The "Highlights in Jazz" Fistfight: John recounts his first New York City gig with his father, Bucky Pizzarelli, which featured Zoot Sims as a surprise guest. While the musicians were focused on learning "Ghost of a Chance" backstage, the promoter and a friend of Bucky’s broke into an actual fistfight—one that no one stopped because they were too busy rehearsing.
• Pop Collaborations: John shares the "pajama-intimate" details of co-producing James Taylor’s Grammy-winning standards album in a barn studio and recording "Paper Moon" with Paul McCartney at Capitol Records.
• The "Eyebrow" Method: John reveals the secret musical shorthand he shared with his father during their 12 years of performing as a duo: as soon as Bucky’s eyebrows went up, it was John's signal to take the solo
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- Theme Music: Provided by Marcus Miller from his song "High Life" on his album Afrodeezia on Blue Note.