Minstrel Boy Charts Bob Dylan’s Rebirth Through Chris Gregory’s Insightful Lens

Chris Gregory’s Minstrel Boy offers a compelling study of Dylan’s evolution from 1967 to 1990

Chris Gregory’s Minstrel Boy, due in October 2025, continues his comprehensive exploration of Bob Dylan’s legacy. As the second volume in the acclaimed Picasso of Song trilogy, the book delves into a critical chapter of Dylan’s story—from post-1967 through 1990—capturing a time of reinvention, reflection, and creative risk-taking.

Following his previous book Determined to Stand, Gregory applies his analytical lens to Dylan’s evolving artistry. The book covers Dylan’s shifting musical directions, from gospel-influenced works to his embrace of rock, country, and blues. Throughout, Gregory maintains a scholarly tone infused with genuine admiration.

Minstrel Boy goes beyond simple biography. It includes cultural references—such as William Blake—and detailed discussions of musical genres that shaped Dylan’s creative decisions. Live performances are recounted with vibrant detail, illustrating how Dylan redefined stagecraft during this era.

“This book offers the depth of academic study but is written to be accessible and enjoyable to fans and general readers alike,” says Gregory, reflecting his commitment to reaching a broad readership.

Gregory’s work captures Dylan’s complexity while remaining accessible, making it a valuable resource for music historians, fans, and scholars alike. The influence of folk traditions, gospel, and rock and roll are carefully examined as foundational to Dylan’s output during this time.

Minstrel Boy not only continues Gregory’s trilogy—it further cements his place as a dedicated voice in the study of one of music’s most enigmatic figures.