Bring back some good or bad memories


May 18, 2024

28 Vintage Photos of Jackie Shane, Transgender Pioneer of 1960s Soul Music

Jackie Shane (May 15, 1940 – February 21, 2019) combined the frenetic pace of rock and roll with the soulful energy of R&B to become one of the city’s most memorable performers of the 1960s. During shows at bars like the Saphire Tavern in the Financial District, Shane established a fearless persona that remained in the hearts and minds of the patrons long after last call. And between musical numbers, Shane celebrated her gender and sexuality with a confidence you would expect from someone in the 21st century, not 1968.

“I was just being me,” she said. “I never tried to explain myself to anyone — they never explained themselves to me.”

Growing up in Nashville, Tennessee during the 1940s and 1950s, Shane witnessed the birth and evolution of rock and roll as it spread around nightclubs across the United States. While still in her late teens, she moved to Montreal and joined fellow African-American musician Frank Motley and his backing “Motley Crew” band as a vocalist. They eventually settled in Toronto and established themselves as regulars of the nightclub circuit.

At the same time as Shane’s debut on the Toronto stage, musicians from across Canada and North America packed into sleepless taverns of Yorkville and the seedy cafes located along Yonge Street. Like Shane, musicians like Ronnie Hawkins moved to Toronto from America’s Deep South. A native of Arkansas, Hawkins was a regular at Yonge Street’s Le Coq D’Or and was instrumental in kickstarting the careers of Canadian icons Gordon Lightfoot and The Band. Meanwhile, future folk superstars like Joni Mitchell and Neil Young packed Yorkville’s coffee houses into the early hours of the morning.

But for all the similarities to the Canadian pop culture icons we know today, Jackie Shane’s impact is rarely included among them. While most performers hoped to get their big break in Toronto’s nightclubs, Shane’s success only extended beyond Toronto for a brief moment, even as her collaborations with local R&B musicians brought her to the cusp of stardom. Partnering with fellow American musician Frank Motley, known for playing two trumpets at once, Shane recorded a series of singles, including her most famous hit, “Any Other Way.” At its peak, the single hit position #2 on the local CHUM radio charts.

For all the original hits and covers she made her own, Jackie’s “Any Other Way” is perhaps the song that represents her story the best. The cover of the William Bell hit peaked at #2 on the CHUM countdown and hit #124 on Billboard’s heatseeker chart. In the chorus, she sings: “Tell her that I’m happy, tell her that I’m gay, tell her I wouldn’t have it any other way.” This lyric is doubly interesting given the dual meaning of the term ‘gay’ in common parlance at the time. In fact, Shane’s music included terms and expressions unique to Toronto’s active but mostly underground LGBTQ2+ community. Though the lyrics were originally not a reference to her sexuality, Shane subverted the original meaning of the song to reflect her identity.

Certainly, Jackie Shane’s uncompromising statement opposed the general public sentiment surrounding her. While some understood and supported her after witnessing her live, others couldn’t help but take issue with Shane’s gender. One reader wrote to the Toronto Daily Star asking if she was a man or a woman, only to have a journalist personally follow up with Shane. In 1967, one of Shane’s performances at the Saphire was turned into a live album, Jackie Shane Live. Peppered with double entendres that hint at her sexual orientation, the live album showcases the importance of coded language in the face of bigotry. As one of the most vivid mementoes we have of her music, Shane interweaves her musical numbers with monologues as poignant today as they were back then. During Shane’s performance of “Money”, she sends a clear message to her haters about getting judged.

That being said, fellow band members observed general praise from Black Toronto audiences. In the book Any Other Way: How Toronto Got Queer, writer Steven Maynard pointed out that “appreciation might have started with Jackie’s undeniable musical talent, but the Black community took Jackie at face value or, better, with her face on. The Reverend Larry Ellis, former bass player for Frank Motley and His Motley Crew (as the band was known before the mid-sixties), explained that Jackie ‘didn’t hide that he was gay…People were falling in love with him knowing he was gay.’” 
After the single’s success on the local charts, Jackie Shane continued to perform in downtown Toronto, but in 1971, she suddenly left Toronto’s music scene was almost never heard from again. For decades, speculation abounded as to why Shane disappeared from Toronto’s smoky barrooms, but in reality, she had grown weary of the life and wanted to spend more time with her mother, with whom she shared a close friendship.

Only with the 2010 release of a CBC radio production by Elaine Banks did Shane return to the limelight. Her whereabouts unknown for nearly 40 years, Shane turned out to be living quietly in Nashville, Tennessee. In those four decades, Toronto’s LGBTQ2+ community fought a number of battles to gain the recognition and respect they deserved, including the infamous Bathhouse Riots in 1981, as well as an extended war of attrition to recognize the severity of the HIV/AIDS epidemic. During the same time period, however, venues catering to queer clientele fostered Toronto’s emerging musical scenes, including its punk and new wave offerings. Along with the radio production, the aptly-titled book Any Other Way, a series of essays on Toronto’s queer history, featured two essays on Shane.

But Shane is slowly receiving her due. In 2017, a local artist named Adrian Hayles adorned the side of the Toronto Community Housing Building at 423 Yonge St. with a giant mural celebrating Yonge Street’s profound musical heritage. Hayles included Shane among the icons. Other media, including a career-spanning anthology by the Chicago-based Numero Group reissue label, are quickly reviving her mainstream appeal and reframing Shane as the local icon she truly was.

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