Late Guitar Master Shunned Jazz, Conquered Pop, Feared Solo Performances

Wes Montgomery, a distinguished figure in jazz guitar, was known for his unique style and profound contributions to the genre. His journey began in 1959 when he released his inaugural album, *The Wes Montgomery Trio*. Despite his talent, Montgomery faced immense insecurities regarding his playing ability, stemming from his late start at age 19. This late start, combined with a self-taught approach and the demands of family life, fueled his doubts.
Early Career and Musical Struggles
Montgomery’s early years in San Francisco included playing with his brothers in a group dubbed the Mastersounds. According to Ralph Gleason, a prominent music critic, Montgomery often lacked confidence in his talent, believing he fell short when compared to seasoned jazz guitarists. This sense of inadequacy persisted even when he received invitations to collaborate with jazz greats like John Coltrane.
Unique Playing Style
Montgomery’s signature style involved playing guitar with his thumb instead of a pick, which he adopted during solitary practice sessions to avoid disturbing others. This approach, while distinctive, also posed challenges, as he believed using a pick would allow for greater speed and technique. Additionally, he preferred the warm tone of Gibson archtops, yet struggled to achieve the sound he envisioned, experimenting with various amplifiers throughout his career.
Influence of Octaves and Improvisation
His innovative use of octaves distinguished his performances. Montgomery began solos with single notes, building up to octaves and block chords, captivating listeners with his creative improvisation. Despite his mastery, he remained humble, attributing his ability to hours of practice that often came with physical strain.
- Signature Technique: Playing octaves added complexity and depth to his music.
- Musical Philosophy: He conveyed that mastery requires years of dedication and consistent practice.
Commercial Success and Pop Influence
In the later stages of his career, Montgomery’s transition to pop-inflected jazz garnered commercial success. Songs like “California Dreamin’” and “Windy” showcased his adaptability and willingness to explore new musical territories, despite criticism from traditional jazz purists. This shift helped him reach a broader audience, marking a significant transformation in jazz history.
Legacy and Final Years
Montgomery passed away at the age of 45 on June 15, 1968, due to a heart attack in Indianapolis. His legacy, characterized by his unique approach to guitar and his crossover appeal, continues to influence guitarists and musicians across genres today.




