On June 28 1986, Madonna’s Papa Don’t Preach debuted at #42 on the Billboard Hot 100. The single was released on June 11.
Sal Cinquemani from Slant Magazine said that “with songs like Papa Don’t Preach, Madonna made the transition from pop tart to consummate artist, joining the ranks of 80s icons like Michael Jackson and Prince.”
On May 16 1988, Madonna’s Spotlight reached a peak of #3 on the Oricon International Singles Chart in Japan. The single was released on 7″ vinyl and 3″ mini CD single by Sire and Warner-Pioneer Japan on April 25 1988.
Spotlight was originally planned to be included on the True Blue album, but was cut from the line-up and eventually appeared on Madonna’s You Can Dance remix album, released on November 17 1988.
The song was written by Madonna, Stephen Bray and Curtis Hudson. The song was remixed by Shep Pettibone, with additional mixing done by John “Jellybean” Benitez.
On February 1 1986, John “Jellybean” Benitez’ Sidewalk Talk peaked at #18 on the Billboard Hot 100 in the USA.
The song was written by Madonna, arranged by Jellybean and Stephen Bray, produced by Jellybean and included the uncredited backing vocals of Catharine Buchanan and Madonna.
On December 22 1985, John “Jellybean” Benitez’ Sidewalk Talk (featuring Madonna) debuted at #48 on the Billboard Hot Dance/Disco chart (not to be confused with the Hot Dance Music/Maxi-Single Sales chart). The hit dance single peaked at #1 on the Dance/Disco chart on February 2 1986.
Sidewalk Talk was written by Madonna, arranged by Jellybean and Stephen Bray and mixed by Jellybean.
On October 18 1986, Madonna’s True Blue debuted at #27 on the Billboard Hot 100 Single Sales chart. True Blue spent 10 weeks on the chart, eventually peaking at #4 on November 15.
On October 3 1985, Geffen Records released Gambler as a single in Europe. It was the second Madonna single released from the Vision Quest soundtrack.
Concerned about potential overexposure, Warner Brothers successfully managed to suppress a North American release of the track, although the music video was serviced to MTV. It was issued as a single in most other major markets – including Japan, Australasia & South America.
Gambler was written by Madonna, produced by Jellybean Benitez and arranged by Stephen Bray. Extended and instrumental remixes by Benitez were also issued commercially outside North America.
On September 10 1986, True Blue was released as a single in Canada. Written & produced by Madonna & Stephen Bray, the title-track of her third album was a 1960’s Motown-inspired love letter to her husband, Sean Penn.
After including True Blue on 1987’s Who’s That Girl World Tour set list, the song appeared to have been written out of Madonna’s repertoire following her split from Sean. By 2015’s Rebel Heart Tour, Madonna had made amens with both Sean and True Blue, performing the track as a stripped-down, crowd-pleasing acoustic number.
Shep Pettibone’s remixes of the single marked his first of many collaborations with Madonna.