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Jelly Roll Teams Up With AJ McLean For Run Through Backstreet Boys’ ‘I Want It That Way’ During Toronto Show

Wednesday night's (July 10) gig was part of Jelly's first-ever international swing of shows.

AJ McLean and Jelly Roll attend the 2024 BMG Pre-Grammy Party at Bar Lis on Jan. 30, 2024 in Los Angeles, California.

AJ McLean and Jelly Roll attend the 2024 BMG Pre-Grammy Party at Bar Lis on Jan. 30, 2024 in Los Angeles, California.

AJ McLean and Jelly Roll attend the 2024 BMG Pre-Grammy Party at Bar Lis on Jan. 30, 2024 in Los Angeles, California.

Jelly Roll continues to provide proof that dreams do come true. On Wednesday night (July 10) during his first-ever solo international date, the “Save Me” singer brought out a very special guest to help him celebrate. Performing at the 2,500-capacity venue History in Toronto, the country superstar surprised the sold-out house by inviting the Backstreet Boys’ AJ McLean out to help him on a run through the boy band’s iconic 1999 single “I Want It That Way.”

“Get on out here AJ, let’s sing some music for these motherf–kers in Toronto, baby!,” Jelly shouted as McLean waltzed on stage to screams from the crowd. The two men were in perfect harmony on their duet, with the audience enthusiastically helping out on the “tell me whyyyy” chorus as if the whole thing had been rehearsed beforehand.


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During the show, Jelly took a moment to savor his first trip up North while shouting out some classic Canadian cuisine, telling the crowd, “technically, this week is officially my international debut. It’s the first time I’ve… let me tell you something. Everything’s been great. Cover the kids’ ears, but the weed has been incredible, the people have been great. And I mean, I never had poutine until yesterday… I’m sorry I was late to the party, but I will take it home and make a tradition of throwing gravy on my fries.”

In June, Jelly Roll announced that he’d booked his first non-U.S. dates, which included a July 8 show at the Meridian Center in St. Catharines in Ontario at a benefit for the Heather Winterstein Foundation, which was followed by a July 9 gig at Ottawa’s Bluesfest.

“I can’t tell ya’ll how unreal this was man. I kind of gave up hope that they were ever going to let me into Canada,” he told the crowd. Man, I couldn’t have asked for a better reception.”

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The 39-year-old singer who has scored three No. 1 hits at Canadian radio to date, has never booked any shows in Canada — or anywhere else overseas to date — due to visa restrictions tied to a number of arrests and convictions earlier in his life. Jelly has been candid about his past legal issues and jail time, including dozens of stints behind bars on drug charges dating back to when he was 14, as well as an arrest at 16 for aggravated robbery that sent him to prison for a year when he was tried as an adult; he faced a potential 20-year sentence in that case, though he served just over a year and was put on probation for seven years.

Check out a clip of the duet below.

This article was first published by Billboard U.S.

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Shhenseea, MOLIY, Skillibeng and Silent Addy
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Shhenseea, MOLIY, Skillibeng and Silent Addy

Awards

Here’s Why ‘Shake It to the Max’ Was Deemed Ineligible at the 2026 Grammys — And Why Its Label Calls the Decision ‘Devoid of Any Common Sense’

Representatives from the Recording Academy and gamma. CEO Larry Jackson comment on one of this year's most shocking Grammy snubs.

Few phrases define the year in music and culture like Moliy’s scintillating directive to “shake it to the max.” The Ghanaian singer’s sultry voice reverberated across the globe, blending her own Afropop inclinations with Jamaican dancehall-informed production, courtesy of Miami-based duo Silent Addy and Disco Neil. Originally released in December 2024, Moliy’s breakthrough global crossover hit ascended to world domination, peaking at No. 6 on the Global 200, thanks to a remix featuring dancehall superstars Shenseea and Skillibeng. Simply put, “Max” soundtracked a seismic moment in African and Caribbean music in 2025.

Given its blockbuster success, “Shake It to the Max” was widely expected to be a frontrunner in several categories at the 2026 Grammys. In fact, had the song earned a nomination for either best African music performance or best global music performance, many forecasters anticipated a victory. So, when “Shake It to the Max” failed to appear on the final list of 2026 Grammy nominees in any category earlier this month (Nov. 7), listeners across the world were left scratching their heads — none more than gamma. CEO Larry Jackson.

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