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Forever No. 1

Forever No. 1 is a Billboard series that pays special tribute to the recently deceased artists who achieved the highest honor our charts have to offer — a Billboard Hot 100 No. 1 single — by taking an extended look back at the chart-topping songs that made them part of this exclusive club. Here, we honor the late Robert John with a look at his lone No. 1: The sweetly insensitive 1979 throwback smash “Sad Eyes.”

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Perhaps it made counterintuitive sense that Robert John would finally score his career-making solo ballad at one of the most inhospitable times for downtempo pop music in the history of top 40. The year 1979 was defined first and foremost by disco: the thumping dance music that not only made stars out of the Bee Gees, Chic and Donna Summer but also convinced artists as far-flung as Herb Alpert, Rod Stewart and Blondie to get on the floor. All six of those artists topped the Hot 100 with disco (or at least disco-influenced) songs in 1979, and the charts’ biggest exception to disco’s dominance — power-poppers The Knack, who ended up with the chart’s year-end No. 1 with the irresistible “My Sharona” — was still just as propulsive and beat-driven. The Hot 100 certainly should not have had room at its apex in 1979 for a song as slow-paced, winsome and unapologetically retro as “Sad Eyes.”

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But Robert John’s path on the charts had never exactly been a logical one. His career arc was atypically jagged and erratic for a pop singer, starting at an unnaturally young age and continuing for decades, but rarely for more than a hit song at a time, and often with many fallow years coming in between them. By 1979, John had technically been a hitmaker for over 20 years, but he also hadn’t reached the Hot 100 since 1972, and he had even given up on making music altogether for a stretch in the mid-decade. For him to return to recording and immediately top the Hot 100 for the first and only time in his career, with a song at about half the BPM of most of the hits surrounding it on top 40 at the time? Sure, why not.

In truth, it wasn’t like “Sad Eyes” was the only slow song making it on the radio in the late ’70s. There were still plenty of nuggets of AM gold to be found among the silver disco balls littering that era’s charts, sweetly harmonized gems like Walter Egan’s “Magnet and Steel,” Olivia Newton-John’s “Hopelessly Devoted to You” and Barry Manilow’s “Can’t Smile Without You.” Even disco stalwarts the Bee Gees kicked the year off with “Too Much Heaven,” one of the group’s most sentimental ballads, topping the Hot 100. Another such hit from the time that had just missed the top 10 in 1978, Toby Beau’s “My Angel Baby,” caught the ear of producer George Tobin, who felt a song like that would be a good fit for Robert John.

John would take some convincing. He was essentially retired from music at the time, and was working construction in New Jersey. John had become frustrated with the industry after 15 years of recording — dating back to the minor 1958 hit “White Bucks and Saddle Shoes,” which he recorded as Bobby Pedrick, Jr. when he was just 12 years old — which had failed to result in a consistently sustainable career for him. The final straw came following the success of his 1971 version of The Tokens’ Hot 100-topping 1961 smash “The Lion Sleeps Tonight,” which went to No. 3 on the chart and sold over a million copies — but still didn’t inspire much belief in him from his then-label, Atlantic Records. “The company didn’t have enough faith to let me do an album,” he told Rolling Stone. “I decided that if that’s what happens after [such a big hit] then I just wasn’t going to sing anymore.”

Tobin invited John to live with him as they worked on the song that would become his comeback single. They eventually came up with “Sad Eyes,” a breakup ballad built on a plush water bed of aqueous electric piano, twinkling glockenspiel, loping bass, buoyant guitar and a crisp drum shuffle. The production was lovely without being overwhelmingly lush, and John’s mostly falsetto vocal was its perfect match — particularly towards the song’s end, when the song modulates up and John uses his doo-wop background to hit some unreal upper-register ad libs as the chorus repeats to fade.

In fact, the song was so sweet that it was easy to miss just what a cad John was playing in its lyrics. The “Sad Eyes” in question belong to a lover who John is breaking it off with, presumably because his main squeeze is returning from afar: “Looks like it’s over, you knew I couldn’t stay/ She’s comin’ home today,” he explains in the opening lines. The song’s patronizing attempts to comfort the soon-to-be-ex on the verses (“Try to remember the magic that we shared/ In time your broken heart will mend”) turn to outright selfishness on the chorus (“Turn the other way… I don’t want to see you cry”) — but they never quite feel mean-spirited enough to the point of distracting from the song’s intoxicating sway.

After a false start with Arista, Tobin and John eventually caught the interest of EMI America, launched just the year before, which released the record in April 1979. The song debuted at No. 85 on the Hot 100 dated May 19, though it didn’t top the chart until 20 weeks later — tying a Hot 100 record to that point, set the year before by Nick Gilder’s “Hot Child in the City” for longest trek to No. 1 — when it finally knocked The Knack out of the top spot after its six-week reign with “My Sharona.” (John also set a record with the longest time in between his first Hot 100 entry and his first No. 1, dating back 21 years to his “White Bucks and Saddle Shoes” debut in 1958, though Tina Turner would take that mark over a half-decade later with her “What’s Love Got to Do With It.”) “Sad Eyes” lasted just one week atop the listing, before the disco order was once again restored — as the song was unseated by Michael Jackson’s all-timer Off the Wall lead single, “Don’t Stop ‘Til You Get Enough.”

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This time, Robert John at least would get to make a full album: a self-titled LP, also released on EMI in 1979, which peaked at No. 68 on the Billboard 200 that October. But the album failed to spawn another top 40 hit — the groovier “Lonely Eyes” peaked just outside the region in early 1980 — and John would only make the chart subsequently with a trio of covers, faring the best with his No. 31-peaking take on Eddie Holman’s “Hey There Lonely Girl,” from 1980’s Back on the Street. That album would prove to be his last, and John mostly retired from recording and performing again after that.

Robert John might never have gotten the sustained success or career stability he hoped for as a singer, but he did have hits in four separate decades, he did get his name multiple times in the Billboard record books, and he can claim to be one of just a few artists in the world to rule the age of disco with a not-even-remotely-disco record. Even he eventually turned the other way, that’s nothing to be sad about.

Forever No. 1 is a Billboard series that pays special tribute to the recently deceased artists who achieved the highest honor our charts have to offer — a Billboard Hot 100 No. 1 single — by taking an extended look back at the chart-topping songs that made them part of this exclusive club. Here, we honor Roberta Flack, who died on Feb. 24 at age 88, by looking at the singer’s second of three No. 1 hits as a recording artist: the instant standard “Killing Me Softly With His Song.” (In case you missed it, here’s a look at her first No. 1, “The First Time Ever I Saw Your Face.”)

Roberta Flack could have brought a book or a magazine to read on an American Airlines flight from L.A. back home to New York in 1972. She could have watched the in-flight movie or even taken a nap. Let’s all be grateful that she instead chose to listen to the in-flight audio program, which included a pretty pop/folk ballad recorded by a then-20-year-old singer named Lori Lieberman.

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Flack scanned the list of audio selections and learned that the composition, “Killing Me Softly With His Song,” was written by Norman Gimbel and Charles Fox. Gimbel was then best-known for writing English-language lyrics to such global hits as “The Girl From Ipanema” and “I Will Wait for You”; Fox for creating the sunshine pop musical backgrounds on the hit ABC show Love, American Style.

“The title, of course, smacked me in the face,” Flack later said. “I immediately pulled out some scratch paper, made musical staves [and then] play[ed] the song at least eight to 10 times jotting down the melody that I heard. When I landed, I immediately called Quincy [Jones] at his house and asked him how to meet Charles Fox. Two days later I had the music.”

By most accounts, the song was inspired by Lieberman seeing Don McLean perform at the Troubadour club in Los Angeles in November 1971. McLean’s “American Pie” entered the Billboard Hot 100 that month (on its way to No. 1 in January 1972), but Lieberman was more taken by another song in the set, the haunting ballad “Empty Chairs.” The singer jotted some notes and impressions on a napkin. She later described the experience, and how deeply it affected her, to Gimbel, with whom she was working at the time. (Gimbel and Fox had signed her to a five-year production, recording and publishing deal.)

Lieberman’s description reminded Gimbel of a phrase that was already in his idea notebook: “to kill us softly with some blues.” The phrase had appeared five years earlier in a novel by Argentinian writer Julio Cortázar and Gimbel thought it had possibilities. Gimbel drew from Lieberman’s account, crafted the lyrics, and passed them on to Fox, who set them to faintly melancholy music.

Lieberman did not receive a co-writing credit on the song. There is even a dispute over whether, and to what degree, the song was inspired by McLean’s performance. When Dan MacIntosh of Songfacts asked Fox in 2010 about the McLean origin story, Fox said: “I think it’s called an urban legend. It really didn’t happen that way.”

Lieberman had a falling out with Gimbel (who died in 2018) and Fox (who is still living at 84). This backstage drama is intriguing, but mostly irrelevant to the story of Flack’s recording, which quickly became one of the biggest and best (and most celebrated) singles of its era.

Jones, who died less than four months ago, played a key role in this story a second time. In September 1972, Flack was opening for Jones at the Greek Theater in Los Angeles. Flack was red-hot at the time, having landed million-sellers that year with the classic ballad “The First Time Ever I Saw Your Face” and the ebullient “Where Is the Love,” a silky duet with Donny Hathaway.

When the audience at the Greek kept cheering, Jones advised her to go back out and sing one more song. “Well, I have this new song I’ve been working on,” Flack replied. “After I finished [‘Killing Me Softly’], the audience would not stop screaming. And Quincy said, ‘Ro, don’t sing that daggone song no more until you record it.’”

As usual, Jones’ instincts were correct. Flack recorded the song on Nov. 17, 1972 at Atlantic Studios in New York. Flack arranged the track, Joel Dorn produced it and Gene Paul engineered. Flack also played piano on the track, while Hathaway contributed harmony vocals. The other musicians were Eric Gale (guitars), Ron Carter (bass), Grady Tate (drums); and Ralph MacDonald (congas, percussion, tambourine).

Flack completely transformed the song. Lieberman’s version of the song, produced by Gimbel and Fox and arranged and conducted by Fox, is pretty, but rather bland. Her version plays like a very good demo, which is essentially what it was.

Flack boldly restructured the song. Her recording has a cold open on the chorus “Strummin’ my pain…” Lieberman’s version opens with a long, moody piano solo (which sounds like it could have been featured in Love Story, one of the biggest movies of the era). Then she sings the first verse, only hitting the “Strummin’ my pain” chorus at the 0:51 mark.

Flack also transformed the song from a pop/folk tune to one that drew from a wide range of American music forms – pop, soul and jazz. A 25-second section, which doesn’t appear at all in the Lieberman version, borrows from the scatting tradition. Lieberman’s version ends with a 40-second instrumental outro. In Flack’s version, she is singing until the final note. And Flack sings the song with more passion, bringing out all the drama of the key line, “I felt he found my letters/ and Read Each One Out Loud!”

Flack’s transformation of this song was as complete as Aretha Franklin’s reinvention of Otis Redding’s “Respect” or Ike & Tina Turner’s re-imagining of Creedence Clearwater Revival’s “Proud Mary.” All three remakes show the power of interpretation – just as Lieberman’s largely unsung involvement in the song’s creation shows the importance of inspiration.

“Killing Me Softly” runs 4:46, longer than any other No. 1 hit on the Hot 100 in 1973. But it doesn’t seem long or padded as it seamlessly moves from section to section.

Fox has suggested that Flack’s version was more successful than Lieberman’s because Flack’s “version was faster and she gave it a strong backbeat that wasn’t in the original.”  According to Flack: “My classical background made it possible for me to try a number of things with [the song’s arrangement]. I changed parts of the chord structure and chose to end on a major chord. [The song] wasn’t written that way.”

Flack’s version was released as a single on Jan. 22, 1973, with a version of Bob Dylan’s “Just Like a Woman” (drawn from her 1970 album Chapter Two) on the B-side.

It was the top new entry on the Hot 100 (at No. 54) on the chart dated Jan. 27. It reached No. 1 on Feb. 24, displacing Elton John’s first Hot 100 No. 1, “Crocodile Rock.” “Killing Me Softly” reached the top spot in just five weeks, the fastest climb since Sly & the Family Stone’s “Family Affair” also reached No. 1 in its fifth week in December 1971. “Killing Me Softly” held tight in the top spot for four weeks before being bumped to No. 2 by The O’Jays’ exuberant “Love Train.”

But “Killing Me Softly” wasn’t done yet. It returned to the top spot for a fifth and final week before being dislodged for a second time by Vicki Lawrence’s “The Night the Lights Went Out in Georgia.” Flack’s five-week run at No. 1 was the longest by any single in 1973.

Flack was a perfectionist, which came into play here in at least two ways. Flack rehearsed the song with her band in the Tuff Gong Studios in Kingston, Jamaica, but she wasn’t satisfied with the background vocals on the various mixes. An executive at Flack’s label, Atlantic Records, assured her it would be a hit song no matter which mix was released. She refused to be rushed, recalling later that she “wanted to be satisfied with that record more than anything else.”

Also, Flack didn’t release an album with “Killing Me Softly” until Aug. 1, 1973, more than six months after the single’s release. That delay must have been agonizing for Atlantic executives. The album, with the shortened title Killing Me Softly, reached No. 3 on the Billboard 200 in September 1973. It would almost certainly have been a No. 1 album if it had been released while the single was being played every hour on the hour on every pop, soul and adult contemporary radio station in the land.

Flack followed “Killing Me Softly With His Song” with a slow and somber Janis Ian ballad, “Jesse.” It stalled at No. 30 on the Hot 100.

At the Grammy Awards on March 2, 1974, Flack became the first artist to win record of the year two years running, after taking home the award in 1973 for “The First Time Ever I Saw Your Face.” When Diana Ross announced her as the 1974 winner, a dazed Flack put her hand over her mouth. When she spoke, she simply said, “I’d like to thank the world.” (Since 1974, just two other artists have won back-to-back Grammys for record of the year: U2 triumphed in 2001-02 with “Beautiful Day” and “Walk On,” while Billie Eilish scored in 2020-21 with “Bad Guy” and “Everything I Wanted.”)

Flack won a second Grammy for “Killing Me Softly” – best pop vocal performance, female. (She probably should have won a third, best arrangement accompanying vocalists, but she wasn’t even nominated for that one.) The recording was inducted into the Grammy Hall of Fame in 1999.

Killing Me Softly was also nominated for album of the year (losing to Stevie Wonder’s Innervisions). It marked the first time in Grammy history that Black lead artists won album of the year and record of the year in the same year. Gimbel and Fox won song of the year for writing the song.

Flack re-recorded the song with Peabo Bryson on their 1980 double live album Live & More (its title borrowed from Donna Summer’s 1978 collection).

Many other artists have recorded the song over the years, including Johnny Mathis, on his 1973 album Killing Me Softly With Her Song; Al B. Sure!, on his 1988 album In Effect Mode; and Luther Vandross, on his hit 1994 collection Songs.

Fugees recorded an updated, but still faithful and deeply respectful version of “Killing Me Softly” (they shortened the title) on their second album, The Score, in 1996. Group member Pras made the suggestion to cover the song, which showcased Lauryn Hill on lead vocals.

The song reached No. 1 on both the Pop Airplay and R&B/Hip-Hop Airplay charts and No. 2 on Radio Songs. It likely would have been one of the year’s biggest Hot 100 hits were it not for rules at the time disqualifying songs not given an official single release. The track won a Grammy for best R&B vocal performance by a duo/group and an MTV Video Music Award for best R&B video. Flack and Fugees teamed to perform the song on the MTV Movie Awards on June 8, 1996.

Flack’s original track was remixed in 1996 by Jonathan Peters, with Flack adding some new vocal flourishes; this version topped the Hot Dance Club Play chart in September 1996.

Flack returned to the No. 1 spot on the Hot 100 for a third and final time in 1974 with the silky “Feel Like Makin’ Love.” But let’s save that story for the next Forever No. 1 installment.

Forever No. 1 is a Billboard series that pays special tribute to the recently deceased artists who achieved the highest honor our charts have to offer — a Billboard Hot 100 No. 1 single — by taking an extended look back at the chart-topping songs that made them part of this exclusive club. Here, we honor the late Roberta Flack by looking at the first of her three Hot 100-toppers: Her singularly exquisite and rapturous reading of the folk ballad “The First Time Ever I Saw Your Face.”

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“When you express your feelings about the first time you ever see a great love, you don’t rush the story,” the legendary Roberta Flack told Songwriter Universe in 2020 — a sentiment applicable to her breakthrough rendition of “The First Time Ever I Saw Your Face” in multiple ways.

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One is that the song certainly took its time catching on commercially. Flack, who died on Monday (Feb. 24) at age 88, had shown prodigious musical talent as a vocalist and pianist from an early age, becoming one of the youngest Howard University students ever when she was accepted to the HBCU at age 15. By the late 1960s, she was already both a music teacher and a live performer of some renown, setting up residence as the in-house singer at the D.C. restaurant and jazz club Mr. Henry’s — where she was discovered by American jazz great Les McCann, who immediately hooked her up with Atlantic Records. An album was quickly recorded and released: 1969’s First Take, an eclectic and inspired debut whose centerpiece was its soulful rendering of the ’50s folk song “The First Time Ever I Saw Your Face.”

Initially, the song went nowhere. It was not even released as a single originally, with the label instead opting to release a split of her funky version of McCann’s jazz standard “Compared to What” and a more meditative cover of singer-songwriter Leonard Cohen’s ballad “Hey, That’s No Way to Say Goodbye.” But that single also caught little mainstream attention, and the critically well-received First Take debuted at an underwhelming No. 195 on the Billboard 200 dated Jan. 31, 1970, held at that position for a second week, then dropped off the chart altogether. Flack’s next two albums, 1970’s Chapter Two and 1971’s Quiet Fire, would fare better, both reaching the top 40 — and by the latter’s release, Flack had also found Hot 100 success as a partner with Atlantic labelmate Donny Hathaway, with their duet on the Carole King-penned “You’ve Got a Friend” peaking at No. 29 on the chart in August ’71, just two weeks after James Taylor’s version topped the ranking.

But it was “The First Time” that would, belatedly, mark Flack’s true commercial breakthrough. In October 1971, the recording was featured — in full — during a love montage from the movie Play Misty for Me, Clint Eastwood’s proto-erotic thriller directorial debut. The film was only a modest hit, but its use of “First Time” made for arguably its most striking moment: Two-thirds of the way through the movie, which predominantly focuses on Eastwood’s radio DJ character David seducing and then being stalked by overzealous fan Evelyn (Jessica Walter), the movie takes a long break from the mounting tension to feature David rekindling his romance with on-and-off girlfriend Tobie (Donna Mills). The sequence, of long walks on the beach and through the woods, of making love by the fire and in the grass and even of skinny dipping in the brook, could easily have been mawkish and eye-rolling — but soundtracked by the spellbinding “Face,” it instead served as the film’s emotional climax, and increased public demand for the song to the point where it was finally released as a single, three calendar years after first appearing on First Take.

The other way that Flack certainly didn’t rush the story of “The First Time Ever I Saw Your Face” was in her version’s peculiar arrangement, and its decidedly nontraditional vocal interpretation. Dozens of “First Time”s had already been released by the time of Flack’s spin — dating back to when British songwriter Ewan MacColl first penned the song for Peggy Seeger (half-sister of Pete) to sing back in 1957 — but most of them ran somewhere in the two-to-three-minute range, moving briskly from one verse to the next. Flack slowed the song’s tempo to a candlelit crawl, let the bookending instrumental section stretch out at both ends, and sunk her teeth so deep into the vocal that she turned it from a love song into something more closely resembling a choral hymn.

By the time she was done with it, the album version ran nearly five-and-a-half minutes; producer Joel Dorn asked in vain for her to quicken and tighten it up, saying there was no way the song would become a hit in its current state. “Of course he was right,” Flack would later comment, “until Clint got it.” Still, when Eastwood first reached out to Flack to use her song, she assumed she would need to re-record a peppier version to make it more soundtrack-ready — this was still the era of Paul Newman and Katharine Ross frolicking on a bicycle to “Raindrops Keep Falling on My Head.” Eastwood, a jazz aficionado and part-time musician himself, instead assured her that he wanted the song exactly as it was.

In truth, once you hear Roberta Flack’s take on “The First Time Ever I Saw Your Face,” it’s close to impossible to imagine it any other way. Upon entering the song with the title phrase — nearly 40 seconds in, after the fire is lit by some gentle acoustic strumming and atmospheric cymbal brushing — Flack immediately makes the song her own. While most previous renditions had essentially combined “First Time” into a quick “firstime,” Flack takes great pains to enunciate each “t” — “The firsT… Time….” — and then lingers on each word of “…ever I saw your face…” about a half-beat longer than you’d expect, letting the phrase spill all over the measure, in a way that no doubt infuriated those who’d later transcribe it to sheet music.

Flack’s voice at first is mighty but restrained. By the end of the second line, however — “I thought the sun roooose in yoouuuurrrr eyyyyyyyyyyeeeeeees” — she’s in full flight, with a soaring, piercing delivery that fully catches the epiphany of the moment. But by the third line, “And the moon and the stars were the gifts you gave,” she’s already pulling back a little in the smiling afterglow — and by the final line, “To the dark and endless skies… my love…” it’s back to an intimate near-hush. It’s a whole emotional journey and narrative arc in the course of of one compact verse — well, compact in the number of words, though Flack’s vocal contortions stretch the four lines (with one repetition) out to a minute-21 run time.

And so “The First Time” goes for its five-plus minutes. It’s not hard to understand Dorn’s instinctive commercial hesitation with the recording: Not only is it molasses-slow and Led Zeppelin-long, but the structuring of “First Time” is absurdly unconventional for a pop song. It’s just three nearly identical verses and no chorus, with minimal band backing, and only two total mentions of the full title phrase — one at the beginning and one at the end. There’s no particular hook or refrain to speak of, either vocally or instrumentally, and no attention-grabbing shifts in dynamics, no swelling orchestral climax or show-stopping closing vocal runs. Anchored by anything less than one of the great vocal performances in all of 20th century popular music, “First Time” should have been a complete nonstarter on the charts.

But, well, guess what. Flack renders “First Time” with a painter’s detail and a preacher’s passion, a vocal of absolutely disarming clarity and unnervingly visceral feeling. Her vocal elevates the song far beyond even its folk roots to something far more traditional, a canticle, a spiritual. (Flack has referred to the song as “second only to ‘Amazing Grace’” in its perfection.) The song reflects the ecstasy and fulfillment of romantic and sexual union no problem, but also feels like it has its sights set on capturing something even deeper, more elemental — despite the song’s obvious references to physical love (“the first time ever I kissed your mouth,” “the first time ever I lay with you”), Flack said she connected with the song due to its universality, feeling it could just as easily be about “the love of a mother for a child, for example.” Her later-revealed claim that her performance on the record was most directly inspired by her love for her recently deceased pet cat feels so unexpected that it almost has to be true.

Billboard Hot 100

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It’s not surprising that Flack’s “First Time” would absolutely knock viewers sideways when showcased — again, in its 5:22 entirety, almost like a mid-movie music video — during such a sentimental stretch of Play Misty for Me. Consumers and radio programmers snapped up the single (with a minute lopped off its runtime, mostly taken from its ends) upon its early 1972 release; the song debuted at No. 77 on the Hot 100 dated March 4, and topped the charts just six weeks later, knocking off America’s three-week No. 1 “A Horse With No Name.” It topped the listing for six weeks total — making for both a rapid rise and a long reign by early-’70s standards — before giving way to another slow song: The Chi-Lites’ “Oh Girl.”

The song would ultimately top the year-end Hot 100 for 1972, and establish Flack as a commercial powerhouse for the era; First Take even re-entered the Billboard 200 shortly after and topped the listing itself for five weeks. It ended up being perfect prelude for the April ’72 release of Roberta Flack & Donny Hathaway, her first full LP alongside Hathaway, which reached No. 3 on the Billboard 200 and spawned the top five hit “Where Is the Love?,” soon a signature song for the duo. Flack’s triumphant 1972 was later commemorated at the 1973 Grammys, where “First Time” took home both record and song of the year, and “Love” also captured best vocal performance by a duo, group or chorus.

Flack would go on to have many more hits — including two further No. 1s across the next two years — and escape what could have been a rather intimidating shadow cast by her breakout smash with impressive ease. But as far as her legacy goes as both a vocalist and a musical interpreter, she may have never topped “The First Time,” simply one of the most transcendent and timeless bondings of singer with song in all of popular music. “I wish more songs I had chosen had moved me the way that one did,” she told The Telegraph in 2015. “I’ve loved every song I’ve recorded, but that one was pretty special.”

Forever No. 1 is a Billboard series that pays special tribute to the recently deceased artists who achieved the highest honor our charts have to offer — a Billboard Hot 100 No. 1 single — by taking an extended look back at the chart-topping songs that made them part of this exclusive club. Here, we honor the late Maurice Williams, who died on Aug. 5 at age 86, by looking at his lone No. 1, the doo-wop classic “Stay,” which he recorded as the frontman of Maurice Williams & the Zodiacs.
Maurice Williams & the Zodiacs meet the most common definition of one-hit wonders, as they had just one top 40 hit on the Billboard Hot 100 – but, boy, what a hit. Their doo-wop classic “Stay” reached No. 1 in November 1960, sandwiched between two other top-tier classics, Ray Charles’ “Georgia on My Mind” and Elvis Presley’s “Are You Lonesome To-night?.”

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Over backing chants of “Stay!” by his fellow group members, Williams carries much of the song and its plea to a girl to stay out longer than she is supposed to. Her Daddy and Mommy won’t mind, Williams argues, not entirely convincingly. Midway, he steps back and hands the lead to Henry Gaston for one of pop music’s most unforgettable falsetto shouts — “Oh, won’t you stay, just a little bit longer!”

Williams wrote the song in 1953 when he was just 15. The song was inspired by his crush on one Mary Shropshire. “[Mary] was the one I was trying to get to stay a little longer,” Williams told the North Carolina publication Our State in 2012. “Of course, she couldn’t.” (The more restrictive mores of the 1940s and 1950s inspired such other great pop songs as the Oscar-winning “Baby, It’s Cold Outside” and The Everly Brothers’ “Wake Up Little Susie.”)

“It took me about 30 minutes to write ‘Stay,’ then I threw it away,” Williams told ClassicsBands.com. “We were looking for songs to record as Maurice Williams & The Zodiacs. I was over at my girlfriend’s house playing the tape of songs I had written, when her little sister said, ‘Please do the song with the high voice in it.’ I knew she meant ‘Stay.’ She was about 12 years old and I said to myself, ‘She’s the age of record buying,’ and the rest is history. I thank God for her.”

The Zodiacs’ producer, Phil Gernhard, took the demo, along with some others, to New York City and played them for all the label reps that he knew. Al Silver of Herald Records was interested, but insisted that the song be re-recorded as the recording levels were too low. He also said that one line, “Let’s have another smoke,” would have to be removed for the song to be played on commercial radio.

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The track runs just 1:38. It is the shortest of the 1,174 singles that have reached No. 1 on the Hot 100. You could play the song in its entirety six times in the time it would take to play the longest-running No. 1 hit, Taylor Swift’s “All Too Well (Taylor’s Version)” (which runs 10:13, per the dominant version the week the song topped the Hot 100 in 2021) just once. But despite its historic brevity, the record never feels that short. It’s simply exactly as long as it needed to be to tell its story. It’s to the group’s and Gernhard’s credit that they didn’t pad it just to make it longer.

The song entered the Hot 100 at No. 86 on Oct. 3, 1960 – though in a gaffe, Williams was credited as a solo artist. The billing was changed to Maurice Williams and the Zodiacs in Week 2, when the record vaulted to No. 40. The record hit the top 10 on Nov. 7 (when another great R&B record, The Drifters’ “Save the Last Dance for Me,” was No. 1). Two weeks later, it reached No. 1.

“Stay” was only the third No. 1 in Hot 100 history (which commenced in August 1958) that was both written and recorded by a Black artist. It followed Lloyd Price’s “Stagger Lee” (which he co-wrote with Harold Logan) and Dave “Baby” Cortez’s instrumental smash “The Happy Organ” (which he co-wrote with Ken Wood).

Williams and the Zodiacs’ recording of “Stay” was the first major hit for producer Gernhard, who returned to the top five on the Hot 100 in the ’60s and ’70s as the producer of The Royal Guardmen’s novelty hit “Snoopy vs. the Red Baron,” Dion’s poignant “Abraham, Martin and John,” Lobo’s “Me and You and a Dog Named Boo” and “I’d Love You to Want Me,” Jim Stafford’s “Spiders and Snakes” and The Bellamy Brothers’ “Let Your Love Flow,” the latter, Gernhard’s second No. 1 on the Hot 100.

The Billboard Hot 100 Chart for the week ending on November 27, 1960.

Williams and the Zodiacs had two more Hot 100 hits in 1961, but both were minor – “I Remember” (No. 86) and “Come Along” (No. 83). The group had broken through near the tail-end of doo-wop’s peak. Few doo-wop artists outside of the 4 Seasons, which had doo-wop roots, had extensive pop careers as Motown and, starting in 1964, the British invasion took over. A 1965 Williams song, “May I,” seemed promising, but the group’s label, Vee-Jay, went bankrupt just as the song was coming out. “May I” would become a top 40 hit in March 1969 for a white pop group, Bill Deal & the Rhondels.

Williams had had that same frustrating experience, on a much bigger scale, in 1957, when his group The Gladiolas released the original version of “Little Darlin’” (which Williams also wrote). The Gladiolas’ version reached No. 11 on R&B Best-Sellers in Stores and No. 41 on the Billboard Top 100, a forerunner to the Hot 100. But as was common in that era, a cover version by a white group, The Diamonds, became the bigger hit. The Diamonds’ version logged eight weeks at No. 2 on Best Sellers in Stores, and appeared in the 1973 film American Graffiti – a nostalgic film which was perfectly timed as the Watergate scandal broke wide open. American Graffiti received an Oscar nod for best picture and was inducted into the National Film Registry in 1995. The double-disk soundtrack album, a first-rate oldies collection, reached the top 10 on the Billboard 200 in February 1974.

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“Stay” was memorably featured in two films – American Hot Wax, a 1978 film about legendary DJ Alan Freed, and the 1987 blockbuster Dirty Dancing, another nostalgic film that provided relief from the woes of that era, including Iran/Contra and AIDS. “Stay” was featured on the Dirty Dancing soundtrack, which topped the Billboard 200 for 18 nonconsecutive weeks.

Many artists have recorded successful cover versions of “Stay.”  In November 1963, the song was released by The Hollies, whose bright, effervescent version shifted the focus from doo-wop to rock’n’roll. Their version reached No. 8 on the Official UK Singles Chart, becoming their first of 18 top 10 hits in their home country.

Two cover versions have reached the top 20 on the Hot 100 – one by the 4 Seasons in April 1964 (with Frankie Valli taking on Gaston’s falsetto part) and another by Jackson Browne in August 1978 (with David Lindley handling the falsetto vocals). Browne cleverly recast the song from a romantic plea to a performers’ plea to the audience to let them play a little longer. Instead of saying Mommy and Daddy won’t mind, he argues that the promoter, union and roadies won’t mind (again, not entirely convincingly!).  Browne’s version directly followed his own song “The Load-Out” on his hit album Running on Empty, a No. 3 album on the Billboard 200 and a Grammy nominee for album of the year. That two-song coupling, which also featured vocalist Rosemary Butler, was recorded live at the Merriweather Post Pavilion in Columbia, Maryland.

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There have been many other notable cover versions of the song. The Dave Clark Five recorded the song for their studio album Glad All Over, which reached No. 3 on the Billboard 200 in May 1964. Andrew Gold recorded a version of “Stay” for his 1976 album What’s Wrong with This Picture?, which also spawned his only top 10 hit on the Hot 100, “Lonely Boy.” Bruce Springsteen & The E Street Band teamed with Browne, Butler and Tom Petty to record the song at the No Nukes concert at Madison Square Garden in September 1979. The recording appeared on a triple-disc album which made the top 20 on the Billboard 200 in January 1980.

Maurice Williams didn’t have enough hits to receive major honors. He’s not in the Songwriters Hall of Fame (despite writing two colossal hits). He and the Zodiacs haven’t even been nominated for the Rock and Roll Hall of Fame. But the placement of “Little Darlin’” and “Stay” in such iconic films as American Graffiti and Dirty Dancing helps ensure that those songs will live on forever.

And Williams’ place in the Hot 100 record books seems secure: Even with hit songs getting shorter and shorter in the TikTok era, no one has yet passed Williams for his 98 seconds of pop perfection.

Forever No. 1 is a Billboard series that pays special tribute to the recently deceased artists who achieved the highest honor our charts have to offer — a Billboard Hot 100 No. 1 single — by taking an extended look back at the chart-topping songs that made them part of this exclusive club. Here, we honor the late Crazy Town frontman Shifty Shellshock by looking at their lone No. 1 as a group: the surprisingly nice and sweet rap-rock staple “Butterfly.”

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By 2001, rap-rock and nu-metal had long since taken over the world. From the mid-’90s peak of Rage Against the Machine and instruments-era Beastie Boys through the late-’90s takeover of KoRn and Limp Bizkit and the eventually diamond-certified breakthrough of Linkin Park’s 2000 debut LP Hybrid Theory, bands mixing loud guitars with aggressive rhymes and copious record-scratching grew into a truly massive piece of the music industry. They infected TRL and dominated Woodstock ’99 and terrified your Backstreet-and-Britney-worshipping younger siblings. But they didn’t get to No. 1 on the Billboard Hot 100 until Crazy Town.

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To some extent, that’s not surprising. The dawn-to-dusk of the entire nu-metal era transpired when radio was still king on the charts, and top 40 airplay in particular formed the shape of the Hot 100. Many of the genre’s biggest bands were heavy and abrasive enough that they struggled to even secure regular alternative rock airplay, let along crossover playlisting on the pop stations. These groups often outsold the pop hitmakers at the top of the Hot 100, but they weren’t a particularly imposing threat to their supremacy on the airwaves. That was particularly true because, unlike in the hair metal era of the late ’80s and early ’90s — the prior period where hard rock played an obviously central role in music’s mainstream — few, if any of these bands made room for power ballads or love songs between their ragers, the kind of songs that could expand both their radio reach and their demographic appeal. In other (highly reductive) words, none of these bands of angry young dudes wrote songs for women.

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Crazy Town did, though. Or at least, they wrote one, for one woman: “Butterfly,” co-penned by group frontman Seth Binzer — known professionally as Shifty Shellshock, who died this week at age 49 — was inspired by a new girlfriend who made him take a second look at his traditionally misogynistic lyrical content. “I was in love [with her,] and she was asking, ‘What’s up with all these lyrics? Is that what you’re like?’” Shellshock recalled to Fred Bronson in The Billboard Book of Number One Hits. “So that made me come up with the concept of writing a song to her. Instead of writing a male chauvinistic song, I was going to write something nice and sweet to a girl I cared about.”

The lyrics to “Butterfly” are indeed nice and sweet — particularly compared to distinctly un-Hallmark prior Crazy Town singles like “Toxic” (“F–k the critics, we leave them hanging like INXS”) and “Darkside” (“Unearthin’ untamed perversion/ My bad brain’s workin’, circle-jerkin’”). Rather, “Butterfly” celebrates the titular love interest with a series of straightforwardly romantic and decently heartfelt verse tributes (“I used to think that happy endings were only in the books I read/ But you made me feel alive when I was almost dead”) and a chorus hook (“You’re my butterfly, sugar baby”) worthy of The Archies. A few questionable couplets, namely one from co-lead Brett “Epic” Mazur comparing him and his intended to storied punk lovers Sid Vicious and Nancy Spungen — who died by murder-suicide at the former’s hand — invariably opened the song up to Awesomely Bad-type ribbing. But as far as 21st century mainstream rock love songs go, it’s actually pretty touching.

More critical than the lyrics, though, was that the song sounded especially nice and sweet. Whereas the overwhelming majority of signature nu-metal anthems were confrontational head-bangers, the beat to “Butterfly” is a slow-and-low shuffle, with the record-scratching mostly contained to a background flourish. And while no one would mistake Shellshock’s rapped lead for one of 98 Degrees, his come-ons wisely hew closer to gentle invitation than yawped insistence; the most striking vocals on the entire song come via the complementary toneless backing whispers on the hook (“You make me go CRAZY….“)

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But what really gives “Butterfly” its wings is the Red Hot Chili Peppers sample. In fact, in terms of both inspiration and utility, you could make the case for it being one of the 10 most important pop samples of the entire 21st century — it’s hard to think of too many other hits this big where the lift was this crucial to both the makeup of the song and the reason for it taking flight. Especially because its source is at once both incredibly obvious (a mostly shirtless bunch of SoCal rap-rockers finding kinship with an RHCP track, duh) and remarkably obscure: The percolating bass, weightless guitars and rising-sun horns of “Butterfly” are looped not from one of the Chili Peppers’ hits, but from a pre-crossover 1989 deep cut called “Pretty Little Ditty,” a disorientingly gorgeous four-measure pattern that briefly materializes mid-song and disappears for good immediately after.

While the mini-groove was just a flash of divinity in the original “Ditty,” it makes up the whole musical spine of “Butterfly,” running throughout the entire track. Mazur admitted to Bronson he never expected to get the sample cleared, given the band’s traditional reticence for approving such recycling of their songs, saying, “If we had to fight to get it cleared or they didn’t like it, we would have come up with some other music.” It’s utterly impossible to imagine any version of “Butterfly” without the full “Ditty” sample, though — everything about the song’s particular alchemy depends not only on the sample’s melodies and sonics, but in the built-in (and lived-in) Chili Peppers reference point.

Hot 100

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However, with the heavenly sample elevating Shellshock’s sealed-with-a-kiss mash note lyrics — and a perfect accompanying visual in the lush, pleasantly psychedelic music video, co-starring his eventual wife Melissa Clark — “Butterfly” flapped higher than even any RHCP hit. While the latter band’s generational power ballad “Under the Bridge” stalled at No. 2 on the Hot 100 (behind Kris Kross’ “Jump”), Crazy Town’s breakout smash got all the way to No. 1 on the chart dated March 24, 2001, replacing Joe’s “Stutter” on top. It then gave way to Shaggy and Rayvon’s “Angel” — another romantic ode based around a lovey-dovey-all-the-time rock lift — before reclaiming the top spot, then ceding it for good to Janet Jackson’s seven-week No. 1 “All for You.”

“Butterfly” was not only Crazy Town’s only visit to the Hot 100’s top spot, it was their sole cameo on the entire chart. Gift of Gab follow-up “Revolving Door” made the Official UK Singles Chart’s top 40, and “Drowning” (from 2002 sophomore LP Darkhorse) earned some rock airplay, but the group was never interested in attempting another “Butterfly,” and they broke up shortly after Darkhorse. Shellshock had better fortunes outside of the group, scoring another sublime summery smash with the Paul Oakenfold-led dance-rock skate-along “Starry-Eyed Surprise,” peaking just outside the Hot 100’s top 40 and making the U.K.’s top 10. He scored one more minor hit with the solo “Slide Along Side” (as just Shifty), but his music career was largely sidelined by substance abuse; when he returned to music television in the late ’00s, it was as a cast member on VH1’s Celebrity Rehab.

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But even if “Butterfly” was the lone pillar of Shellshock’s musical legacy, it would still be a sturdy one. The song’s sun-drenched, genre-blending composition and unmistakably of-its-time sound and vision have made it an enduringly iconic snapshot of its era — further helped by its extensive usage in early-’00s comedies like Saving Silverman and Orange County and TV shows like Daria and Undeclared. And while later smashes from Linkin Park, Evanescence and Staind all were able to reach the top five of the Billboard Hot 100, “Butterfly” remains unaccompanied on its perch, still the only nu-metal song to top the chart in its history.

Forever No. 1 is a Billboard series that pays special tribute to the recently deceased artists who achieved the highest honor our charts have to offer — a Billboard Hot 100 No. 1 single — by taking an extended look back at the chart-topping songs that made them part of this exclusive club. Here, we honor the late Shangri-Las frontwoman Mary Weiss by looking at their lone No. 1 as a group: the spellbinding tragi-pop classic “Leader of the Park.”

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By the time “Leader of the Pack” hit No. 1 in late 1964, the first golden age of girl-group pop was already nearing its end. Groups like The Shirelles, The Angels and The Orlons had seen the hits dry up, while super-producer Phil Spector — who had set much of the sonic and structural template for the era with outfits like The Crystals and The Ronettes — was enjoying his final hits with the latter trio before turning his attention to The Righteous Brothers and Ike & Tina Turner. The Supremes would dominate throughout the ’60s, and their Motown labelmates Martha & The Vandellas and The Marvelettes were able to successfully evolve their sound to the changing era, but they were increasingly the exceptions to the rule. The Beatles were in the midst of modernizing the music world, scoring six Hot 100-toppers in ’64 alone, and the Brill Building pop production model that powered most of the girl group era suddenly didn’t seem quite so fresh.

What was fresh, though, was The Shangri-Las. Making their name with a street-tougher image and more emotionally complex songs than the glammed-out girl groups of the early decade, the quartet fit in just fine with the British-invaded pop world of the mid-’60s — touring with rock hitmakers The Animals and Vanilla Fudge and even performing with proto-punks The Sonics as their backing band. Betty Weiss sang lead on the group’s earliest songs, but she was soon eclipsed as frontwoman by younger sister Mary, whose more expressive and adaptable voice was better suited for the increasingly dramatic songs and rich productions given to the group by George “Shadow” Morton — who brought the Shangri-Las to Red Bird Records as teenagers and ultimately wrote and produced the majority of their hits. (Weiss died earlier this month at age 75.)

“Remember (Walkin’ in the Sand)” was first up for the group in the summer of ’64. Its mix of pounding piano chords, tempo switches, histrionically belted and tensely sung-spoken vocals, despairing lyrics and evocative sound effects proved a perfect introduction to the teenage mini-operas that would ultimately became their signature. It also made for one of the most striking pop singles of its era, as “Remember” peaked at No. 5 on the Billboard Hot 100, establishing the group as stars. But it would turn out to just be the warm-up for the group’s biggest hit, and the one they remain most known for 60 years later: The tearjerking story song “Leader of the Pack,” a doomed wrong-side-of-the-tracks romance that ends with its titular rogue speeding off to his tragic death.

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Tragedy was nothing new in the pop music of the time: So-called “death discs” had made for one of the most bankable top 40 themes of the turn of the ’60s, with smashes like Ray Peterson’s “Tell Laura I Love Her” and J. Frank Wilson and the Cavaliers’ “Last Kiss” hinging on such fatalities. The overwhelming majority of these hits were male-sung, however, and a girl group had yet to find major success with one. But with several such groups singing songs in praise of the misunderstood Bad Boy — The Crystals’ Hot 100-topping 1962 gem “He’s a Rebel” being the most obvious and popular example — it made perfect commercial sense to mix such a star-crossed lover ballad with a teen tragedy song, delivered from the girl-group perspective.

But “Leader of the Pack” really revved up the melodrama — somewhat literally, in the case of its recurring motorcycle-engine sound effects — from its opening seconds, with one of the most show-stopping intros in pop history. A single, thundering piano chord is repeatedly struck, as backing vocals hum elegiacally in the background, and intra-Las spoken dialogue introduce the song’s central narrative, first through side gossip (“Is she really going out with him?”) and then through direct questioning (“Betty, is that Jimmy’s ring you’re wearing?”). It establishes everything about the song’s tone and content before the first verse, and also makes it clear that despite its obvious influences, “Leader” doesn’t follow in the path of any pop song before it.

And yes, despite “Betty” being the name of the “Leader” narrator, it was in fact Mary singing lead on the single, and delivering one of the unforgettable vocal performances of ’60s pop. Just 15 years old at the time of recording, there was a rawness and unguardedness to her wailing vocal (“He stood there and asked me wuhhhhh-eyyyyeeee“) that even brilliant young pop peers like Ronnie Spector and Diana Ross were a little too polished for. That was by design, according to legendary songwriter Jeff Barry (who composed the song along with Morton and usual songwriting partner Ellie Greenwich), telling Fred Bronson for The Billboard Book of Number One Hits that he sat close to her while recording “Leader” to give her stability and allow her to “feel free to let it out emotionally.” He notes that her emotional connection to the song is audible on the final product: “She was crying, you can hear it on the record.”

It’s almost unfair to evaluate Weiss’ performance on “Leader” strictly in musical terms, since it was every bit as much a theatrical performance. The single was structured less like a pop song than a radio play — with the backing Las prodding the narrative along with further questioning (“What’cha mean when you say that he came from the wrong side of town?“) and bombastic sound effects providing the necessary punctuation to the story when needed. But it all pivoted on Weiss as its leading lady, torn between her parents and her Jimmy, selling the combined devastation of both young heartbreak and young loss. “I was asking her to be an actress, not just a singer,” Morton later said.

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Of course, Weiss was helped in her star vehicle by having pro’s pros as screenwriters and director. Barry and Greenwich were among the most accomplished songwriters of their era (“Be My Baby,” “Doo Wah Diddy Diddy,” “Chapel of Love”), and they establish the teen-soap story and feelings of “Leader” with maximum lyrical efficiency: “They told me that he was bad/ But I knew that he was sad.” Meanwhile, the song’s melodic instincts are sharp enough that the song never feels too stagey for the top 40: Note how after Weiss spends the verse waxing nostalgic with long, over-drawn phrases and her Las classmates answer her with clipped, staccato responses, they all come together at the end of the refrain to punch in the title phrase with maximum sing-song clarity and impact.

And Morton’s production is what brings the whole song together. It clearly follows from Spector’s Wall of Sound pocket symphonies, but with the added stakes of “Leader,” the song’s sonics are heightened to near-operatic levels: drum thumps approximate loudly echoing heartbeats on the chorus, reverb-soaked, minor-key piano gives the feeling of an impending thunderstorm on the bridge, and the group is elevated to an angelic choir on the heavenly outro, singing the fallen Leader home. And of course, there’s that incessant motorcycle engine: one of the all-time on-record sound effects, as crucial to the song’s pop appeal as any of the more obviously melodic hooks, and also serving as a much-needed act break following each emotionally exhausting verse and refrain. Throw in an unsettlingly vivid crash scene on the bridge — complete with skidding sounds, chilling “LOOK OUT! LOOK OUT!” cries from the backing La’s, and (of course) a climactic key change — and “Leader” was very likely the most action-packed pop single ever released to that point.

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Appropriately, “Leader of the Pack” was received like a late-season blockbuster. It debuted at No. 86 on the Hot 100 dated Oct. 10, 1964, and was No. 1 just seven weeks later, ending the four-week reign of the ascendant Supremes and their second Hot 100-topper “Baby Love.” It spent just one week on top, before being replaced by a very different sort of story song, Lorne Greene’s “Ringo.” The Shangri-Las would never return to the chart’s top spot again, but dizzying follow-up “Give Him a Great Big Kiss” reached No. 18, and 1965’s “I Can Never Go Home Anymore” returned them to the top 10, peaking at No. 6. Even several Shangri-Las singles that failed to reach the top 40, like 1965’s heart-rending “Out in the Streets” (No. 53) and 1966’s absolutely harrowing “Past, Present and Future” (No. 59) made huge impressions not just on fans of the time but future generations of pop listeners, playing a large part in the cult fandom the group inspires to this day.

Indeed, though the Shangri-Las would only be major hitmakers for a couple years, their influence would be widespread for many decades to come. Several key figures from the first generation of punk rockers in the ’70s would cite the Las as formative influences, with The Damned even borrowing the “Is she really going out with him?” intro from “Leader” — which would also title famed angry young rocker Joe Jackson’s breakthrough hit just a couple years later — on their debut single “New Rose.” Later noise-pop merchants like Sonic Youth and The Jesus and Mary Chain similarly found inspiration in the group’s edgy melodrama, and retro-minded 21st century pop stars like Amy Winehouse and Lana Del Rey venerated their fashion, attitude and still-shattering songs. And while the girl group would be less impactful on the top 40 of the late ’60s than it was in the decade’s first half, there would be additional golden ages to come, with the Shangri-Las enduring as one of the gold standards of the form. Despite being perhaps the defining “death disc” of them all, “Leader of the Pack” has proven thoroughly eternal.

Forever No. 1 is a Billboard series that pays special tribute to the recently deceased artists who achieved the highest honor our charts have to offer — a Billboard Hot 100 No. 1 single — by taking an extended look back at the chart-topping songs that made them part of this exclusive club. Here, we honor the late David Soul by looking at the TV star’s lone major U.S. hit as a recording artist: The ’70s soft-rock ballad “Don’t Give Up on Us.”

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“My name is David Soul and I want to be known for my music.”

The mid-to-late ’70s were a peak period for television’s impact on the Billboard charts. With primetime TV modernizing and diversifying under the influence of innovators like Norman Lear and Aaron Spelling, the biggest shows were crossing over into all parts of popular culture, with theme songs for such hit shows as Happy Days, Welcome Back Kotter and S.W.A.T. all becoming Billboard Hot 100 smashes. What’s more, the stars of the shows themselves were starting to launch pop careers: John Travolta, then best known as Kotter high-school lunk Vinnie Barbarino, had a top 10 single in 1976 with the soft ballad “Let Her In”; a few years later, actor David Naughton reached the top 5 with the discofied title theme to his starring vehicle Makin’ It.

David Soul, star of hit ’70s undercover-cop show Starsky & Hutch — he was Hutch — also benefited from the TV-pop boom of the times. But unlike the aforementioned actor-artists, Soul’s recording career wasn’t just some dalliance or cash-in on a popularity that had simply grown too big for a single medium: He had actually started out as a musician. Soul went the folkie route in the Midwest in the mid-’60s before trying to make it in New York by performing masked and billing himself as “The Covered Man,” finding some success as a guest on variety shows like The Merv Griffin Show, where he would regularly deliver that line up top about wanting to be recognized for his music. Once he revealed himself to be a handsome, blond young man, the novelty of his anonymous routine wore off — but he started attracting the attention of producers in film and TV, who cast him in small guest roles on Flipper, Star Trek, The Streets of San Francisco and more big shows of the late ’60s and ’70s.

His big break came with Starsky & Hutch in 1975, as the action drama won viewers over with its cool cars, hip style (at least by mid-’70s TV standards) and likeable characters. With the show a success and Soul a primetime heartthrob, he saw the opportunity to relaunch his music career — signing to Private Stock records, with promises that he’d be taken seriously as a musician. In 1976, he released his self-titled debut album, and in early 1977, its breakout ballad “Don’t Give Up on Us” started climbing the Hot 100, becoming Soul’s first hit single.

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But “Don’t Give Up on Us” wasn’t actually featured on initial pressings of David Soul. In fact, the dead-center top 40 love song doesn’t sound much like anything else on the album, which is much more in line with the acclaimed work of sardonic ’70s singer-songwriters like Randy Newman and Harry Nilsson — maybe with a bit of ’60s psych-pop mad geniuses like Brian Wilson and Syd Barrett thrown in — and even features a cover of Leonard Cohen’s signature ballad “Bird on a Wire.” But the album had received only limited release by the time Soul had recorded “Give Up,” and sensing hit potential, Private Stock quickly recalled and re-pressed the album to include the new song.

It’s not surprising that the label saw potential in the song, or that they were ultimately validated for doing so. “Give Up” was penned and co-produced by veteran hitmaker Tony Macauley, who helmed a number of major pop hits of the late ’60s and ’70s — even including two of the Billboard staff’s 500 Best Pop Songs of the Hot 100 era, The Foundations’ “Build Me Up Buttercup” and Edison Lighthouse’s “Love Grows (Where My Rosemary Goes).” “I talked to Tony from the stage of Starsky and Hutch,” Soul told Fred Bronson for The Billboard Book of Number 1 Hits of Macauley trying to sell him on meeting to record a couple songs. “I liked the way he talked to me on the phone so I just said, ‘Sure, come on over.’”

“Give Up” carries Macauley’s deft and delicate touch in its tender melody, with a satisfying and unpredictable chord structure and arrangement reminiscent of Burt Bacharach. The lyrics are mostly sappy and a little silly throughout (“Can’t we stay the way we are?/ The angel and the dreamer/ Who sometimes plays a fool”), but a mysterious bridge where Soul admits, “I really lost my head last night/ You’ve got a right to stop believing,” does introduce a little drama and complexity to the narrative. And the refrain, which weaponizes its title plea by putting it right at the top each time, gets its hooks in you from the very start — leading off the song and appearing consistently enough throughout it to never really let you go from there.

It’s never less than a professional pop production, and one that Soul himself is more than capable of selling with his lilting baritone — particularly when his voice gets double-tracked for some gorgeous self-harmonies on subsequent choruses — which grows just mighty enough to handle the money note on his climactic “We can still come through” insistence. It’s not the most demanding or challenging song, certainly, but it was a perfect fit on late-’70s AM radio, and a natural smash on the Hot 100 in the era of pillow-soft romantic-strife ballad No. 1s like Mary McGregor’s “Torn Between Two Lovers” and Chicago’s “If You Leave Me Now.”

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The song debuted at No. 74 on the Hot 100 dated Jan. 29, 1977, about two-thirds of the way through Starsky & Hutch‘s second season. A little less than three months later, it topped the listing dated Apr. 16, replacing ABBA’s “Dancing Queen” on top before giving way to Thelma Houston’s “Don’t Leave Me This Way” just a week later — with the dancefloor classics on both sides of its No. 1 run portending the complete disco takeover that would nearly consume the chart in the final years of the decade. The song also topped the Official Charts in the U.K., where Soul was even more of a teen idol, and began an impressive run of hits for the singer that also included a trio of top 10 hits from his sophomore album, 1977’s Playing to an Audience of One, led by a second No. 1 hit in the more prowling “Silver Lady.”

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But in the States, “Don’t Give Up on Us” was Soul’s lone visit to the top 40. No additional singles were pulled from David Soul, and while both “Lady” and the Manilow-esque “Going In With My Eyes Open” hit the Hot 100 from Audience of One, neither made it past the 50s. Soul got lost in the MOR shuffle of the late ’70s — it was probably never particularly natural terrain for the former folkie to begin with — and perhaps subsumed a little on radio by disco’s growing dominance. Starsky & Hutch only lasted another couple seasons, as ratings declined and co-star Paul Michael Glaser wanted off the show. By the ’80s, Soul was largely a Me Decade relic in the U.S., starring in a couple failed TV series (including an ill-fated small-screen adaptation of Casablanca) and eventually moving to the U.K. to successfully pursue theater work.

Becoming a ’70s pop one-hit wonder — especially with such a massive one hit — probably isn’t what Soul would have guessed would be his primary musical legacy when he was first starting out in the mid-’60s. But David Soul wanted to be remembered for his music, and if nothing else, “Don’t Give Up on Us” ensured that every obituary published about him in the past month had to get in at least one sentence in the lead paragraph about it.

Forever No. 1 is a Billboard series that pays special tribute to the recently deceased artists who achieved the highest honor our charts have to offer — a Billboard Hot 100 No. 1 single — by taking an extended look back at the chart-topping songs that made them part of this exclusive club. Here, we honor the late Sinead O’Connor with a look back at her lone No. 1: “Nothing Compares 2 U,” a timeless pop peak at the center of one of the most unusual before-and-after careers in popular music history.
Plenty of artists — plenty of great artists, even — have only one major Billboard Hot 100 hit over the course of their careers. But few, if any, one-hit-wonder stories have ever gone quite like Sinead O’Connor and “Nothing Compares 2 U.” After becoming a critic’s darling and college radio fixture at the end of the ’80s, she pole-vaulted into the top 40 with “Compares,” a Prince-penned cover that was both unanimously acclaimed and overwhelmingly popular, showcasing the enormity of O’Connor’s talent while not being particularly representative of her sound or artistry. And then, just as quickly and spectacularly as she entered the mainstream, she exited it, with a series of creative, personal and political decisions that all but ensured she would never score a hit anywhere near that size again.

While “Compares” bears an unfortunately outsized proportion of the public’s memory of the extraordinary O’Connor today, it also remains one of the most brilliant musical moments of the early ’90s — a song that stands alone, both within her catalog and within all popular music, as without obvious peer or precedent. The number of “greatest” lists it can claim a rightful place on is significant: greatest ’90s songs, greatest covers, greatest breakup songs, greatest music videos. And yet, the fact that O’Connor (who died on Wednesday at age 56) never matched it again — never even tried to — is ultimately more blessing than curse, allowing a singular artist who was never meant for compromise to continue to operate her career (and life) outside of the trappings of the unlikely pop stardom that “Compares” brought her in 1990.

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“Nothing Compares 2 U” was written and first demoed by Prince in 1984 — busy year for the man — and inspired, according to his longtime engineer Susan Rogers, by the departure of his housekeeper Sandy Scipioni. (The fact that the seemingly despairing love song was actually inspired by a non-romantic relationship was “probably why he felt comfortable giving the song away,” Rogers theorized.) Give the song away he did, as the first version appeared as an album cut on the 1985 self-titled debut of The Family, a Prince-formed outfit spawned from the splintering of his prior collaborators The Time. The song was suggested to O’Connor as a cover possibility by Fachtna O’Ceallaigh, her friend and manager who she had also been dating. (O’Connor’s relationship with Prince himself was contentious, and in her 2021 memoirs Remberings, she accused him of behaving violently during their one meeting; the Nelson estate would later block usage of her version of the song in the 2022 Nothing Compares documentary about O’Connor.)

O’Ceallaigh and O’Connor’s romantic relationship was disintegrating around the recording of “Compares,” which many involved credit as the reason her vocal take on the song comes off as so raw and visceral. (“She came into the studio, did it in one take, double-tracked it straight away and it was perfect because she was totally into the song,” engineer Chris Birkett told Sound on Sound. “It mirrored her situation.”) The combination of O’Connor’s alternately mighty and fragile delivery and Prince’s typically vivid and right-brained songwriting made the song indelible from its sighing opening lines — “It’s been seven hours and fifteen days/ Since you took your love away” — and pierces through with the unpredictable bends O’Connor’s vocal takes it through on each verse (“I can eat my dinner in a fancy REST-AU-RAAAAANT,” “I went to the doctor, and guess what he told me, GUESS what he told me”).

It helped O’Connor’s version that The Family’s left clear room for improvement. The arrangement of the original was both too sparse and too busy, lacking in drums and guitars, but still smothered by claustrophobic-sounding keyboards and over-pronounced “oh-oh-oh-oh” backing vocals. And that version’s chorus arrives like an anti-climax: just the title sung twice, without much adornment. With help from Soul II Soul maestro Nelle Hooper, O’Connor’s version instead gets a sturdy but unobtrusive drum shuffle to anchor it, turns down the “ah-ah-ah-ah” backing vocals to a gentle exhale, and smooths the blanketing synths into a soft pillow for her to cry on. And O’Connor’s vocal adds punctuation to a hook that badly needs it: she spikes the final syllable of her second “no-THING!” insistence, and chokes out a rushed “…to you….” like she can feel the knife twist in her heart as she says it.

It also helped, at least in a commercial sense, that the start of the ’90s was essentially ballad-central times for pop music on top 40 radio. The year started off with back-to-back ballads at No. 1 — Phil Collins’ “Another Day in Paradise” and Michael Bolton’s “How Am I Supposed to Live Without You” — and racked up double-digits’ worth by year’s end: Taylor Dayne’s “Love Will Lead You Back,” Mariah Carey’s “Vision of Love” (and “Love Takes Time”), Roxette’s “It Must Have Been Love,” the list goes on and on. “Compares” in particular built from the success of two No. 1 ballads from the end of the ’80s: George Michael’s “One More Try,” whose opening synth washes are a near-dead ringer for “Compares,” and Martika’s “Toy Soldiers,” another moody slow song with booming drums and a volatile vocal — sung by another ’90s Prince collaborator, no less.

But what really put O’Connor’s “Compares” over the top, both artistically and commercially, was the accompanying video, directed by John Maybury as a sort of impressionistic painting come to life. In it, shots of a hazy Parc de Saint-Cloud are cut with uncomfortably close close-ups of a lip-syncing O’Connor, looking almost like a disembodied head in her black turtleneck, filmed against a dark backdrop. The entire thing feels like a painful, distant memory — and O’Connor makes the hurt particularly palpable in the third verse, when her eyes begin to well up, with tears streaming down her face by the start of the final chorus. (She’s since explained that the tears were genuine — inspired not by any breakup-related memories, but thoughts of her then-recently passed mother, brought about by the “all the flowers that you planted, Mama, in the backyard/ all died when you went away” lyric — and watching, they certainly felt it.)

The combination of top 40 readiness and instant MTV iconicity made “Nothing Compares 2 U” a quickly undeniable sensation. The song debuted on the Hot 100 at No. 63 in March of 1990, and five weeks later, it replaced Tommy Page’s “I’ll Be Your Everything” (another ballad, natch) atop the Hot 100 dated April 21 — a jaw-droppingly rapid ascent for the time period, especially for an artist with no prior history on the chart. It stayed on top for four weeks, tied with “Vision of Love” and Stevie B’s “Because I Love You (The Postman Song)” for the longest-running No. 1 of the year, before being replaced by Madonna’s “Vogue” (a rare club-friendly No. 1 for the year). “Compares” would make history at that year’s MTV Video Music Awards, becoming the first video from a female artist to win video of the year, and was also nominated for record of the year at the 1991 Grammys, losing to “Another Day in Paradise.”

In the meantime, the song’s parent album — I Do Not Want What I Haven’t Got, O’Connor’s second LP — also topped the Billboard 200 albums chart, staying there for six weeks. But while the album was a stunning collection of protest songs, personal statements, relationship dissections and, well, “Compares,” there wasn’t a particularly obvious choice for a follow-up single. That was well-evidenced by the song her Chrysalis label ultimately went with: “The Emperor’s New Clothes,” an up-tempo number about O’Connor’s frustrations over being told what to do by family, friends and interested business partners after becoming a young mother and young industry sensation at nearly the same time. It had a fun groove and clever lyrics, but it also had difficult subject matter, no proper chorus, and a title that didn’t show up until the very last line of the song. Unsurprisingly, it stalled at No. 60 on the Hot 100.

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More surprising was that she would never visit the chart again in her lifetime. Her discomfort at being part of the mainstream was quickly clear; in August of 1990, she refused to play a concert at New Jersey’s Garden State Arts Center if the venue followed its tradition of playing the National Anthem before shows; local backlash was immediate and Jersey icon Frank Sinatra threatened to “kick her in the ass.” The next year, she would refuse the Grammy she won for Haven’t Got — the first-ever Grammy for best alternative music album — while decrying the “false and destructive materialistic values” within the industry that she felt the ceremonies helped promote. Most famously, in 1992, she ripped up a picture of Pope John Paul II live on Saturday Night Live, stating “fight the real enemy” — a message she later clarified to be in protest of his purposeful ignorance regarding sexual abuse in the church. While such protests would likely receive support as well as backlash now, in the early ’90s O’Connor ended up getting it from both sides, targeted by the right as a heretic and agitator and mocked by the left as a kook.

O’Connor’s musical output was hardly any more likely to steady her stardom: In 1992, weeks before the SNL protest, she released Am I Not Your Girl?, a covers album of jazz and vocal pop and country standards, released at the height of grunge, R&B and house music. Compounded by her off-court controversies, the album underperformed, peaking at No. 27 on the Billboard 200 and spawning only minor alternative radio hit singles. She continued recording throughout the ’90s — returning to the top five on her Ireland home country’s singles chart with her 1994 Gavin Friday collab for the In the Name of the Father soundtrack, “You Made Me the Thief of Your Heart” — and remained productive in the ’00s, releasing four studio albums. But her time in the mainstream was over.

This was a loss that O’Connor cried no tears for, however. “I feel that having a No. 1 record derailed my career,” she wrote in her 2021 memoir, Rememberings, “and my tearing the photo put me back on the right track.” As she continued to record and perform up until the early 2020s, she believed that those who thought her career had gone off the rails in the early ’90s were focusing on the wrong track altogether: “They’re talking about the career they had in mind for me,” she told The Guardian that same year. “I f–ked up the house in Antigua that the record company dudes wanted to buy. I f–ked up their career, not mine.”

And though her relationship with the song that did “derail” her career has seen its bumps — she stopped performing it for a few years in the 2010s, explaining that she’d lost any emotional connection to it — and the hurt between her and the Purple One never healed, she always held tight onto her signature hit: “As far as I’m concerned,” she told the New York Times in 2021, “it’s my song.” It always will be.

Forever No. 1 is a Billboard series that pays special tribute to the recently deceased artists who achieved the highest honor our charts have to offer — a Billboard Hot 100 No. 1 single — by taking an extended look back at the chart-topping songs that made them part of this exclusive club. Here, we honor the late Tina Turner with a look back at her lone No. 1: her career-rebooting smash and eventual signature song, “What’s Love Got to Do With It.”

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Pop historians remember 1984 as one of the greatest years in U.S. top 40 history — a time when, powered by the new commercial and artistic possibilities afforded by MTV, a new class of solo superstars ascended to a previously near-unimaginable plane of success. Multi-platinum-certified albums. Sold-out stadium tours. Unavoidable music videos. Madonna. Prince. Michael. Bruce. And another mononymously recognized icon who no absolutely no one could have predicted being back in that pop inner circle just a few years earlier: Tina.

Tina Turner‘s name was a strange fit on the marquee for a year of pop music that was so much about the future. For one, she was already middle-aged by that point — at 44, practically a full generation older than the 25-year-old Madonna and MJ — and for another, she’d been out of the limelight for the better part of a decade, having broken free of abusive on-stage and romantic partner Ike Turner, but failing to that point to achieve much in the way of solo chart success. In 1984, she staged one of the era’s greatest comebacks, armed with a new contract with Capitol Records, a new set of rock and pop collaborators, and most importantly, one of the most perfect pop songs of the late 20th century: “What’s Love Got to Do With It.”

“Love” wasn’t the first single from Turner’s 1984 album Private Dancer; that was actually her cover of Al Green’s “Let’s Stay Together.” Her rendition of the 1972 Billboard Hot 100-topper served as a sort of soft launch for New Tina, putting the focus back on her inimitable pipes (and in the video, her singular style) while also showing off an updated synth-soul sound, courtesy of producers Greg Marsh and Martyn Ware — the latter one of the co-founders of then-cutting-edge synth-pop outfit Heaven 17. It was a modest success, peaking at No. 26 on the Hot 100 and becoming her first top 40 hit since 1973 — but it was just the table-setter for what would come next.

“What’s Love Got to Do With It,” produced by U.K. hitmaker Terry Britten and co-written by Britten and Scottish folk-rock alum Graham Lyle, is simply the kind of song any veteran pop performer would kill for. It’s mature without being staid, it’s catchy without being cheesy, and it’s got an obvious soulfulness and wisdom to it without sounding explicitly retro or old-fashioned. It was a quintessentially grown-up single, one befitting of Turner’s age and stature, but even while arriving amidst the biggest pop explosion since peak disco (or maybe peak Fab Four), it still sounded very much of its time — a song that could be playlisted in between Footloose soundtrack singles and new wave hits by Duran Duran and Frankie Goes to Hollywood on top 40 radio and not feel out of place.

It helped that the groove of “Love” was amorphous enough to allow the song to fit just about anywhere. The song’s subject matter and melody — and Turner’s pedigree — probably made it most easily slotted into R&B, and the song did hit No. 2 on Billboard‘s Hot R&B/Hip-Hop Songs (then Black Singles) chart. But Turner herself was more interested in rock music, and the production’s soupy, cinematic mix of choppy guitars, throbbing bass and bubbling synths on the intro and verses is more reminiscent of Foreigner’s big ballads of the time than anything else. And while the big pop hooks are the most attention-grabbing parts of the chorus, the most inspired bit of it might be how the rhythm shifts from the tense melodrama of the verse to a much looser, almost reggae-like shuffle for the refrain. It’s an incredibly versatile song, and much more of a shape-shifter than it seems at first.

But none of it works without Turner behind the microphone. Unlike the chops on display with her “Together” cover, she’s noticeably restrained on “Love,” showing more of her power in what she holds back than what she lets go. She croons like someone who’s a little embarrassed to be singing what she’s singing — like she’s not sure she should be admitting any of this to us — which makes sense, given that the song is all about attempting to disavow love as a “second-hand emotion,” and putting a strictly-physical framework around a relationship that’s clearly revealing itself to be much more.

It’s not that Turner doesn’t bring the goods with her vocal, as you can still hear her unleash with her peerless might on the first “OHHHH, WHAT’S LOVE…” following the mid-song key change. But even then, she quickly pulls back for the rest of the “got to do with it” phrase, as if she’d let her emotions get the better of her for just a quick second before remembering herself. It’s a performance of spellbinding control, texture and feeling, the kind that a less-skilled, less-seasoned belter simply couldn’t be trusted to pull off.

Helped by a popular music video that featured a high-heeled, leather pencil-skirted Turner encountering various strangers on the streets of New York, “Love” took the Hot 100 by storm in May of 1984, bounding up the chart and hitting the top 10 that July. It finally hit No. 1 on the chart dated Sept. 1, replacing Ray Parker, Jr.’s “Ghostbusters” and lasting for three weeks before being deposed by John Waite’s “Missing You.” A couple weeks later, she would perform the song at the first-ever MTV Video Music Awards — though the video itself would not be eligible until the next year, when it beat out Madonna, Cyndi Lauper, Sade and Sheila E. for best female video. The song also dominated at the 1985 Grammys, taking home statues for record of the year, song of the year, and best pop vocal performance – female.

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Turner would never reach the Hot 100 apex again, but she would remain a fixture in its top tier for years to come. Private Dancer spawned two more top 10 hits in the rocking “Better Be Good to Me” (No. 5, Nov. 1984) and the theatrical title track (No. 7, March 1985), and before the next year was out, she added a third in the No. 2-peaking “We Don’t Need Another Hero (Thunderdome),” from the soundtrack to Mad Max: Beyond Thunderdome. Her 1986 follow-up Break Every Rule wasn’t quite the blockbuster Private Dancer was, but it spawned another No. 2 hit with lead single “Typical Male.” And though 1989’s “The Best” would reach only No. 15 on the Hot 100, it was one of her biggest global successes, and would endure as one of Turner’s signature numbers.

“I Don’t Wanna Fight,” released in 1993 from the soundtrack to her Angela Bassett-starring film biopic — unsurprisingly titled What’s Love Got to Do With It — would mark her final visit to the top 10, hitting No. 9. From there, she mostly shifted to the legacy phase of her career, racking up career accolades (including a pair of Rock and Roll Hall of Fame inductions, with Ike in 1991 and as a solo artist in 2021) and remaining a major touring draw until she got off the road for good in 2009. “What’s Love Got to Do With It” has continued to endure in popular culture, inspiring the chorus to Fat Joe and Ashanti’s No. 2-peaking 2002 smash “What’s Luv,” and becoming a hit once more with Turner’s original timeless vocal via a globally successful Kygo remix in 2020 — proving that even 60 years after her debut (and a decade into her retirement), Tina Turner was still never far away from her next comeback.

Forever No. 1 is a Billboard series that pays special tribute to the recently deceased artists who achieved the highest honor our charts have to offer — a Billboard Hot 100 No. 1 single — by taking an extended look back at the chart-topping songs that made them part of this exclusive club. Here, we honor the late Gordon Lightfoot with a look back at his sole No. 1, the simultaneously violent and breezy “Sundown.”
As far as signature songs go, “Sundown” might not be the first that came to mind for singer-songwriter Gordon Lightfoot upon news of his death earlier this week (May 1) at age 84. “If You Could Read My Mind,” the weepy post-divorce lament that marked his U.S. breakout hit in 1971, probably endures as his most beloved (and almost certainly his frequently-covered) hit, and six-minute story song “The Wreck of the Edmund Fitzgerald” remains his most distinctive smash. But while “Mind” made it to No. 5 on the Hot 100 and “Wreck” got all the way to No. 2, his only song to top the listing was “Sundown,” a jaunty but foreboding love song that hit at the exact right moment in chart history.

Lightfoot was a Canadian born in Orillia, Ontario in 1938, who had moved to Los Angeles in the late ’50s and enjoyed something of a nomadic career for the next decade. Though he went to L.A. to study jazz, he made money doing commercial jingles and singing on demonstration records. He would move back to Canada in the early ’60s and get involved in the Toronto folk scene, scoring some local hits as a singer-songwriter and capturing the attention of many of his more-celebrated peers — with his compositions being recorded by the starry likes of Elvis Presley, Peter, Paul and Mary and even Lightfoot’s songwriting hero Bob Dylan. (Lightfoot would later return the favor with a version of Dylan’s “Just Like Tom Thumb’s Blues,” which became a No. 3 hit on Canada’s RPM singles chart for Lightfoot in 1965.)

In the early ’70s, Lightfoot moved from United Artists to Warner Bros./Reprise, which precipitated his long-awaited U.S. breakthrough with “Read My Mind,” also a No. 1 in his home country. He scored a trio of minor Hot 100 hits in the following years, and charted a number of modestly successful albums on the Billboard 200, but would not notch another major success until 1974 with his Sundown set — and of course, its title track, a vindictive toe-tapper widely believed to be inspired by a major figure in Lightfoot’s life at the time, the backup singer and rock scene fixture Cathy Smith.

Lightfoot was having an affair with Smith as his first marriage, to Brita Ingegerd Olaisson, was disintegrating. The relationship with Smith was, by all accounts, tumultuous — with Lightfoot admitting that it often made him “crazy with jealousy” — and even turned violent, with Lightfoot reportedly breaking Smith’s cheekbone in one particularly bad spat. In the 2019 documentary If You Could Read My Mind, Lightfoot recalls of his relationship with Smith, “I would have liked to marry her, but I was just newly divorced, and I told myself I would never get married again. And I knew that it was not a good idea to carry on [with Smith] — it was one of those relationships [where] you get a feeling of danger.”

In interviews, Lightfoot would not confirm Smith was his specific muse for “Sundown” — instead opting to more generally refer to the inspiration being “a girlfriend” he had at the time. But the song, a paranoid warning to a lover that they “better take care, if I find you’ve been creeping ’round my back stairs,” is largely assumed to draw from their toxic romance. The Read My Mind documentary plays “Sundown” underneath its discussion of Lightfoot’s relationship with Smith, with Brian Good (of Lightfoot’s one-time opening act The Good Brothers) saying, “He wrote [‘Sundown’] referring to more than one person that might have been involved with [Smith] — and some of them were Gordon’s friends.”

Such material might seem unusually dark for a mid-’70s pop smash. But the trick of “Sundown” is wrapping its narrator’s fevered thoughts of “a hard-lovin’ woman, got me feelin’ mean” in a brisk, almost carefree acoustic groove and a sweetly harmonized and immediately catchy chorus that makes the anger and violence at its core distinctly palatable — as well as an ambiguous title that makes the song feel more mysterious than aggressive. (In Read My Mind, country-rock cult hero Steve Earle points out that the song also leaves out the details that might make it truly unseemly, comparing it to a “spaghetti western… where you can kind of make up your own movie.”) That mix of despairing lyrics and undeniable upbeat hooks was hardly unfamiliar to 1974 top 40 audiences, either; earlier that year, Terry Jacks had gone to No. 1 on the Hot 100 with “Seasons in the Sun,” originally a maudlin French ballad about a dying man’s farewell to his loved ones, which Jacks worked into a bouncy pop singalong fit for AM radio.

“Sundown” also worked due to its embrace of another trend on the U.S. charts at the time: the commercial rise of country music, which, thanks to crossover artists like Charlie Rich and John Denver, was starting to become a regular presence around the top of the Hot 100. “Sundown” is not an explicitly country song — more of a country-influenced folk-rock ditty, along the lines of Stealers Wheel’s 1973 smash “Stuck in the Middle With You,” whose intro build-up it also subtly nicks — though its post-chorus guitars have distinctly southern accents, and Lightfoot would play up its vocal twanginess in live performances. Regardless, the single would reach No. 13 on Billboard‘s Hot Country Songs chart, also making it easily the biggest country hit of Lightfoot’s career.

And “Sundown” and “Seasons” had something else in common as 1974 Hot 100 No. 1s: Both were by Canadian artists. In fact, five separate Canadian acts would top the chart in ’74: Lightfoot, Jacks, singer-songwriter Andy Kim (“Rock Me Gently”), veteran pop idol Paul Anka (“(You’re) Having My Baby,” along with Odia Coates) and AOR rockers Bachman Turner-Overdrive (“You Ain’t Seen Nothin’ Yet”). It was a near-unprecedented degree of takeover from our friends to the north — barely even approached again on the Hot 100 until 41 years later — that also took advantage of a fairly wide-open time in American popular music in general; a total of 35 different songs reached No. 1 on the chart for the first time in ’74, a record-setting mark at the time.

“Sundown” first hit pole position on the chart dated June 29, replacing Bo Donaldson and the Heywoods’ story song “Billy, Don’t Be a Hero,” before giving its spot up a week later to the Hues Corporation’s disco-leaning “Rock the Boat.” Its parent album of the same name had also topped the Billboard 200 the week before, and was still reigning when the single rose to No. 1, making that June Lightfoot’s clear commercial apex in the U.S. He would never top either chart again, though follow-up single “Carefree Highway” snuck into the Hot 100’s top 10, and the aforementioned “Edmund Fitzgerald” would reach the runner-up spot in November 1976, held from the top by Rod Stewart’s eight-week No. 1 “Tonight’s the Night (Gonna Be Alright).” Lightfoot’s final Hot 100 appearance came with 1982’s No. 50-peaking “Baby Step Back,” though he would continue to record through the early ’00s and toured through the ’10s and ’20s, and even released the unaccompanied and appropriately titled comeback album Solo in 2020, his first LP in 16 years.

Smith would remain a major figure in the rock world throughout the ’70s, and after splitting with Lightfoot for good in 1975, she also spent time with Levon Helm of The Band and as a backup singer for country singer-songwriter Hoyt Axton. She also got involved with drugs, reportedly dealing to Keith Richards and Ron Wood of The Rolling Stones — and in 1982, became infamous for giving legendary comedian John Belushi the drug cocktail injection that led to his fatal overdose, for which she was charged with involuntary manslaughter, ultimately serving 15 months in prison. When Smith died at age 73 in August 2020, Lightfoot’s comments to The Globe and Mail reflected a much gentler outlook on the oft-destructive relationship that likely brought out the venom in his biggest chart hit.

“Cathy was a great lady,” he said. “Men were drawn to her, and she used to make me jealous. But I don’t have a bad thing to say about her.”