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Billboard Canada Women in Music was a star-studded celebration.

Rising stars, Canadian legends — and some of their parents — were on hand to honour the myriad achievements of women on stage and behind the scenes in the first-ever edition of Billboard Women in Music in Canada featuring guest of honor Alanis Morissette.

The packed, pink-tinted room at DPRTMNT in downtown Toronto was full of some of the Canadian industry’s biggest names, from Apple Music host and Billboard Canada Power Player George Stroumboulopoulos, to pop-punk star Fefe Dobson and R&B singer Keshia Chanté, to FACTOR Canada CEO Meg Symsyk and many many more. The evening brought Canadian women in music together to connect with each other, celebrate their accomplishments, and build community together.

Hosted by rapper and Polaris Music Prize winner Haviah Mighty, the evening saw moving performances and impactful speeches, and a moving speech from Alanis as she received the inaugural Billboard Canada Icon Award. Here are the best moments from Billboard Canada Women in Music.

Alanis Morissette Talks About What it Means to Be a Canadian Icon

The Billboard Canada Women in Music ceremony was graced by a true legend: Alanis Morissette received the Icon Award, honouring her as one of the country’s all-time greatest artists. Morissette celebrated femininity and emphasized its importance to people of all genders. “Matriarchy takes care of everybody,” she told the crowd, to a round of cheers.

She was introduced by two Canadian stars — broadcaster George Stroumboulopoulos and Woman of the Year Charlotte Cardin, both of whom spoke to her massive influence. Stroumboulopoulos suggested reframing the notion of an icon: instead of measuring it by numbers, he said, we can understand an icon as someone who changed the game entirely for everyone who came after her — whether the next generation knows it or not. He remembered hosting a late night radio show in the ’90s listened to primarily by 18-24 year old boys, who would call in to wax poetic about their favourite parts of the video for Morissette’s hit “Ironic.”

Taking the stage to accept the award, Morissette — who has sold over 60 million records, with her breakthrough album Jagged Little Pill widely ranked as one of the best albums ever made — had her own thoughts to share on what it means to be an icon. She joked that even cereal boxes are called iconic these days. For her, though, an icon is someone who serves as a symbol of the safety to explore. Morissette reflected on how icons can inspire fans and listeners to probe the unconscious and to express themselves in new ways.

She also considered what it means to be a Canadian icon, enumerating some Canadian qualities that have helped her to succeed: curiosity and humility. Fame can be an isolating experience, Morissette shared — especially in the ’90s, when there wasn’t a big girl-squad mindset, but fame has allowed her to also support and connect with people.

Charlotte Cardin Makes History as the First Canadian Billboard Woman of the Year

Charlotte Cardin had a year full of highlights, from crossing over into the U.S. charts to selling out arenas worldwide, but she has another big milestone to add to her resume: the first Billboard Woman of the Year in Canada.

Accepting the award from Billboard Canada national editor Richard Trapunski, the Montreal singer-songwriter acknowledged the importance of the occasion while sharing the credit. “This is such an incredible honor, but this award isn’t just mine,” she said. It was a team effort, reflecting many talented people around her — especially women.

She thanked the women in her life, including her manager Laurie Chouinard. Accepting her own award for Manager of the Year earlier in the night, Chouinard pointed out that Cult Nation, the label and management company she works with, is made up of mostly women. Cardin said the women in her life also includes her fans. She even dropped some stats. “75% of my audience is female,” she said. “I’m grateful for you all.”

Later, she got to thank a specific influence, introducing Icon of the Year Alanis Morissette. The normally cool and collected Cardin got a chance to gush, speaking for the awestruck women in the room. She said she doesn’t know Alanis, but feels like she does from her music, and called her a champion of self-esteem and acceptance for entire generations.

Cardin had one of the final performances of the night, too, hushing the room with a dramatic solo piano version of the closer from her breakout 2023 album 99 Nights, “Next To You.” She ended by blowing the audience a kiss, putting a stamp on a big night deserving of a historic achievement.

Jully Black’s Powerful ‘Redemption Song’ Commands The Room

One of the first performances of the night was none other than Canada’s queen of R&B, Jully Black, who was also on hand to receive the Billboard Canada Impact Award. Black is a platinum-selling singer, but she opted to perform a moving cover of Bob Marley’s “Redemption Song” instead of one of her best-known hits like her top ten hit “Seven Day Fool.”

Accompanied by piano and guitar, Black had the chatty room in the palm of her hand, opening with a moment of silence that got everyone’s attention. “You’d think it would be obvious for me to come and do a ‘Seven Day Fool’,” she told the audience. “But where I’m at in my life, it’s about redemption.” She led a sing-a-long of “This Little Light” before going into the classic Marley song about bondage and freedom, changing some of the words. “How long will they kill our women?” Black sang, a resonant question during a truly impactful performance.

After her show-stopping performance, Jully Black returned to the stage to receive the Impact Award, honouring the massive mark she’s left on Canada’s music industry and beyond. A renaissance woman, Black has a multi-faceted career in music, acting, radio, fitness and much more, and she’s shaped national conversations about racism and colonialism.

Accepting the award, she reflected on a time before she was at the forefront of Canadian media, when her main focus was bringing her childhood cabbage patch doll to her grade two show and tell. The cabbage patch doll, she laughed, melted in the sun — so her teacher, Miss Simon, invited Black to sing, instead.

“So I’m saying her name,” Black shared, “Miss Simon — thank you.” She went on to name a long list of women integral to her journey, including Warner Chappell Music Canada’s Vivian Barclay, FACTOR’s Meg Symsyk, and former MuchMusic host Denise Donlon. It was a reminder that for every woman on stage at the event, there’s many more who helped her get there.

Jessie Reyez Celebrates Her Trailblazer Award — And Her Mom’s Birthday

Singer Jessie Reyez took home the inaugural Trailblazer Award, recognizing her commitment to artistry and the ways she’s used her platform to promote social causes throughout her career, from speaking out about sexist gatekeeping in the industry to shouting out Black Lives Matter from the CN Tower.

She thanked her parents as she received the award, highlighting her mom in particular, who was celebrating her birthday from the Billboard Canada Women in Music VIP Booth. Reyez reflected on how growing up, her mom always encouraged her to live her truth, whether or not it conformed to gender norms. “I was given an open canvas, and despite people judging her mothering style, she still let me be free,” she said.

She also offered a little advice for people who might be afraid about standing up for a cause: “I hope you f—ing do it anyway.”

Star Siblings Haviah and Omega Mighty Double the Fun

It’s no easy task to follow Alanis Morissette, but sisters Haviah and Omega Mighty rose to the occasion, closing out the evening after Morissette received her Icon Award. Haviah also served as the evening’s co-host alongside Billboard Canada CEO Amanda Dorenberg and CCO Elizabeth Crisante, bringing the energy throughout the night, but she had more than enough leftover for a medley with her sister Omega.

Haviah kicked off the set with her 2023 single “Trendsetter” before bringing up Omega for a rendition of their collab track “Zoom Zoom.” The two fed easily off of each other’s vibes, bouncing around the stage and getting the crowd dancing. “We’re gonna finish it up by maximizing the fun,” Haviah told the room, before launching into her brand new single “Double The Fun,” with a booming beat. The sisters are more than capable of getting serious when the moment calls for it — in our Spotlight Sessions, they share wisdom about their journeys in the industry — but they also know how to get the party started, and how to bring an event home.

Sophie Grégoire Trudeau Quotes the Queens

Author, mental health advocate and political figure Sophie Grégoire Trudeau helped kick off the event by joking that her two kids don’t normally think of her as cool — but at an event like this, she definitely felt cool.

Grégoire Trudeau paid tribute to the event’s honourees by quoting some of their most inspiring lyrics, stitching together quotes from Alanis, Jully Black, Haviah Mighty and more into a free-form spoken word poem. This excerpt alone juxtaposes Tia Wood, LU KALA and Charlotte Cardin:

“We shed with the sea

Sun shining on our peace

What doesn’t kill you makes you hotter now

A little wilder when the lights go out

See the sun leading us

Hear the drum beating us

We will not live a meaningless life”

LU KALA’s Rising Star Shines Bright

Pop singer LU KALA has been making waves with her infectious charisma and empowering anthems like “Pretty Girl Era,” making her this year’s Billboard Canada Rising Star. To celebrate the award she performed a medley, showing off the chops that have helped bring her to international attention.

Earlier this summer, LU performed a more stripped-back set for the Billboard Canada and iHeartRadio Spotlight Session, but her Women in Music set was a full-on, high-energy affair. LU strutted on stage accompanied by keys, guitar and her very own back-up dancers.She sang a brief rendition of her upcoming single “Criminal” before segueing into the breakup bop “Hotter Now,” with her dancers fanning themselves and stomping the stage to emphasize key lyrics. It was an affirmation that this diva is ready for her spotlight.

Intimate Performances From Up-and-Comers and Longtime Favorites

The celebration also highlighted some of Canada’s most exciting up-and-coming artists, including Alberta country singer Hailey Benedict as well as soulful Plains Cree and Salish singer Tia Wood.

Benedict took the stage in a shining silver outfit with just her acoustic guitar, performing an unreleased song, “Things My Mama Says,” dedicated to her mom. Benedict, who won the SiriusXM 2023 Top of the Country competition and has built an impressive online following, also revealed the exciting announcement that she’s signed a record deal with Nashville’s Big Loud and their Canadian imprint, Local Hay.

Plains Cree and Coast Salish singer Tia Wood performed twice at the event, opening the evening and returning later with a delicate, dynamic rendition of her song “Dirt Roads.” Wood was vulnerable with the crowd as she spoke about moving to L.A. and feeling lonely, losing access to her culture and community. Wood has made a name for herself as an artist to watch, and she brought her precise vocal trills and ability for raw connection to the Billboard Canada Women in Music stage.

There was room for longtime favourites with new energy, too. Anjulie, who first charted in 2009, has made a new name for herself as an industry player in L.A., collaborating with everyone from Zedd to Nicki Minaj. At the celebratory event, she gave a short and sweet performance with two interpretative dancers behind her.

Moments of Community Building Across the Music Industry

Billboard Canada Women in Music was about more than just artists — it was about recognizing talent across sectors of the industry and building community across the whole music landscape. The list of talented women in the room was incredibly diverse — not just in terms of genre, but in ways they shape the industry.

Sonali Singh won Global Manager of the Year, flying in from India to accept. She’s one of the first female managers in India, she said, and acknowledged she couldn’t have done it without the “global artist of the decade” Diljit Dosanjh. Together, the two made history this year, putting on the biggest Punjabi concert outside of India in Vancouver and repeating it with a stadium show in Toronto.

Meg Symsyk, CEO of FACTOR, and Amy Eligh, Director of Publishing & Licensing of Arts & Crafts, both took the stage and recognized the importance of royalties and rights for songwriters. Lola Plaku, SVP, IGA Urban Marketing & Strategy at Interscope, Geffen and A&M and founder of Girl Connected, talked about the importance of mentorship. The powerful women in the room extended beyond music — Joanna Griffiths, CEO of underwear company Knix Wear, introduced Jully Black while remembering when she worked as Black’s publicist, helping Black to make her mark in the industry.

That just scratched the surface of the powerful and influential women at the event, who connected and celebrated each other throughout the night.

This story originally appeared in Billboard Canada.