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Most of the album's tracks were recorded with Leon Ware producing; Ware had expressed an interest in recording Manchester based on the singer's version of the Ware composition "I Wanna Be Where You Are" featured on the 1977 album release Singin'.... The tracks Manchester recorded with Ware intended as the singer's 1978 album release - which Manchester planned to name Caravan - were all original material except "Bad Weather", a Stevie Wonder composition which had been a single for The Supremes in 1973.
According to Arista president Clive Davis upon hearing the Caravan tracks he felt the album as planned would not afford Manchester the Top 40 hit required to revive her career and at Davis' strong suggestion Manchester recorded the Peter Allen and Carole Bayer Sager composition "Don't Cry Out Loud" with Harry Maslin producing. Manchester has stated that in fact the idea of recording "Don't Cry Out Loud" was her own, although she had anticipated recording it in the intimate manner evinced by its writer Peter Allen on his recorded version, and was surprised by the bombastic arrangement used for her recording. However, she also did not like the fact that this song title began with ‘Don’t’ which contradicts her prior songwriting about affirmation. Signing it as a lullaby would not be as complimentary to the lyric as it did with Bowie producer Harry Maslin which made it a success. She now calls it a gift. The addition of the new track "Don't Cry Out Loud" to the album necessitated the dropping of the track "We Had This Time" an apparently one-off songwriting collaboration of Manchester and Larry Weiss - which was utilized as the B-side of the "Don't Cry Out Loud" single: "We Had This Time" would also be recorded by Dionne Warwick for her 1980 album No Night So Long.
With the addition of the "Don't Cry Out Loud" track, Manchester's album was released in October 1978 with "Don't Cry Out Loud" issued as a single; the album was renamed for the single despite Manchester's desire to retain the title Caravan. "Don't Cry Out Loud" did indeed return Manchester to the Top 40 in fact attaining a #10 peak in March 1979 in its twentieth week on the Billboard Hot 100; the single's popularity was paralleled by the ascent of the Don't Cry Out Loud album to #33.
Rather than release a second A-side single from the Don't Cry Out Loud album, Arista attempted to follow up the success of the "Don't Cry Out Loud" single with "Through the Eyes of Love", the theme song from the movie Ice Castles; the track, for which "Such a Morning" from the Don't Cry Out Loud album served as B-side, failed to consolidate Manchester's comeback, peaking at #76. "Through the Eyes of Love" would be included as a bonus track on the CD re-release of the Don't Cry Out Loud album, as would the B-side of the "Don't Cry Out Loud" single: "We Had This Time".