As the '50s drew to a close, so did
Thelonious Monk's illustrious tenure on Riverside Records. In fact, the three dates needed for this title would be his penultimate for the label. The concept of the album consists of five
Monk originals performed in a quintet setting. Ironically, this was the first time that
Monk had recorded with a lineup that so prominently featured the "standard" bop rhythm section incorporating both a trumpet (or, in this case, cornet) and sax player. The quintet featured on
5 by Monk by 5 includes
Monk (piano),
Thad Jones (cornet),
Charlie Rouse (tenor sax),
Sam Jones (bass), and
Art Taylor (drums).
Rouse would become
Monk's permanent tenor saxophonist for the majority of the 1960s. In what had become somewhat of a tradition, the disc's program consists of several of
Monk's more established works as well as a few new compositions. One of the new works, "Jackie-ing" (incidentally, named after one of
Monk's nieces), leads off the disc. It exemplifies the loose, disjointed, and exceedingly difficult arrangements that would define
Monk as a premier composer/arranger/bandleader. This is in contrast to
Monk the keyboard player and band member, which he skilfully demonstrates throughout the track as well as the rest of the album. The song's opening jam features a tasty tug of war between
Rouse's animated lead and
Monk's interjections and piano antics.
Jones' cornet is incorporated tastefully throughout
Monk's tricky arrangements. The stark contrast in performance timbre between the comparatively subdued
Rouse or
Monk and the frenetic bleating of
Jones is notably disconcerting. [Some reissues includes two alternate takes of "Played Twice," the other
Monk composition to be debuted on
5 by Monk by 5.]