Riverside Records (1954–1961)
At the time of his signing to
Riverside, Monk was highly regarded by his peers and by some critics, but his records did not sell in significant numbers, and his music was still regarded as too "difficult" for mass-market acceptance. Indeed, Riverside had managed to buy out his previous Prestige contract for a mere $108.24. His breakthrough came thanks to a compromise between Monk and the label, which convinced him to record two albums of his interpretations of jazz standards.
His debut for Riverside was a 'themed' record featuring Monk's distinctive interpretations of the music of
Duke Ellington. The resulting LP,
Thelonious Monk Plays Duke Ellington, was designed to bring Monk to a wider audience, and pave the way for a broader acceptance of his unique style. According to recording producer
Orrin Keepnews, Monk appeared unfamiliar with the Ellington tunes and spent a long time reading the sheet music and picking the melodies out on the piano keys. Given Monk's long history of playing, it seems unlikely that he didn't know Ellington's music, and it has been surmised that Monk's seeming ignorance of the material was a manifestation of his typically perverse humor, combined with an unstated reluctance to prove his own musical competency by playing other composers' works (even at this late date, there were still critics who carped that Monk "couldn't play"). The album is generally regarded as one of the less successful Monk studio outings but one that encouraged more consumer interest to the point where Riverside felt ready to try out an album featuring Monk's own compositions.
Finally, on the 1956 LP
Brilliant Corners, Monk was able to record his own music. The complex title track (which featured legendary tenor saxophonist
Sonny Rollins) was so difficult to play that the final version had to be edited together from three separate takes. The album however, was largely regarded as the first success for Monk; according to
Orrin Keepnews, "It was the first that made a real splash."
After having his cabaret card restored, Monk relaunched his New York career with a landmark six-month residency at the
Five Spot Cafe in New York beginning in June 1957, leading a quartet that included
John Coltrane on tenor saxophone. Unfortunately little of this group's music was documented, apparently because of contractual problems (Coltrane was signed to Prestige). One studio session was made by Riverside but only later released on Jazzland; an amateur tape from the Five Spot (not the original residency, it seems, but a later 1958 reunion) was uncovered in the 1990s and issued on Blue Note. On
November 29 that year the quartet performed at
Carnegie Hall and the concert was recorded in high fidelity by the
Voice of America broadcasting service. The long-lost tape of that concert was rediscovered in the collection of the
Library of Congress in January 2005. In 1958
Johnny Griffin took Coltrane's place as tenor player in Monk's band.
In 1958, Monk and de Koenigswarter were detained by police in
Wilmington, Delaware. When Monk refused to answer the policemen's questions or cooperate with them, they beat him with a
blackjack. Though the police were authorized to search the vehicle and found narcotics in suitcases held in the trunk of the Baroness's car, Judge Christie of the
Delaware Superior Court ruled that the unlawful detention of the pair, and the beating of Monk, rendered the consent to the search void as given under duress.
State v. De Koenigswarter, 177 A.2d 344 (Del. Super. 1962). Monk was represented by
Theophilus Nix, the second African-American member of the
Delaware Bar Association.