Part of the 80s Music Chart Challenge archive — 2,800+ curated trivia questions and growing daily.
The May 19, 2026 edition of the 80s Music Chart Challenge featured 7 Billboard Hot 100 trivia questions covering George Michael, The Robert Cray Band, Bobby Brown, and Michael Jackson. The questions span 1983 through 1988. Topics covered include Billboard Hot 100, Producers and New Wave, with difficulty levels ranging from 3 moderate, 3 hard, 1 expert. Each question includes the correct answer and a detailed explanation covering chart positions, artist background, and production context.
This archive page preserves the daily quiz as published, with answers and explanations included.
The song "One More Try" by George Michael spent three weeks at number one on the Billboard Hot 100 in 1988. On which George Michael album did this song appear?
"One More Try" was one of the hit singles from George Michael's 1987 album "Faith," which solidified his solo career success.
“Smoking Gun” by The Robert Cray Band was featured on which album?
“Smoking Gun” was a breakthrough single from The Robert Cray Band’s 1986 album Strong Persuader.
Bobby Brown's hit "My Prerogative" was produced by Gene Griffin and appeared on which Bobby Brown album?
"My Prerogative" was a standout track from 'Don't Be Cruel', the album that helped establish Bobby Brown as a solo R&B star.
According to programmer Bill Wolfer, which synthesizer was programmed to create the signature sound on Michael Jackson's "Billie Jean" demo and album versions?
Bill Wolfer stated he used the Yamaha CS-80 synthesizer to program the iconic bass line sound featured on "Billie Jean."
“Union of the Snake” was produced by which collaborator?
Colin Thurston produced “Union of the Snake,” helping shape Duran Duran’s synth-driven sound during the mid-1980s.
The distinctive guitar figure on “Every Breath You Take” was played by which member of The Police?
Andy Summers created the signature guitar riff that defines The Police’s hit "Every Breath You Take."
M/A/R/R/S, the act behind the 1987 hit “Pump Up the Volume,” was a one-off collaboration built from members of which two British acts?
M/A/R/R/S was a collaborative project combining members of Colourbox and A.R. Kane, creating the influential electronic track "Pump Up the Volume" in 1987.