Nicky Jam: Photos From the Billboard Cover Shoot

On a balmy May evening in 2023, the Glasshouse — a neon-lit venue six stories above the Hudson River in Manhattan’s Hell’s Kitchen neighborhood — buzzed with excitement. A music--industry crowd of hundreds had gathered for a private Telemundo Upfront event and its featured performance by Nicky Jam. And from the moment the seminal reggaetón star stepped onstage, clad in his signature baseball cap and an athletic Amiri ensemble beneath a wool trench coat, he showcased why he’s not just part of the genre’s history but also a vital architect of its present and future.

As Nicky sang 2003’s “Yo No Soy Tu Marido,” a bold attendee leapt onstage to dance alongside him. “Oh, ella quiere perrear!” (“She wants to twerk!”) he exclaimed, happily engaging with his unexpected partner as she enthusiastically began to grind on him. For about two hours, Nicky commanded the spotlight with that kind of effortless swagger, cycling through his expansive catalog of hits, from his 2014 international breakout smash, “Travesuras,” to the pulsating beats of “Hasta El Amanecer,” to the pop-reggaetón banger “El Perdón,” to the groundbreaking collaborative track “Te Boté (Remix).”

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Two decades into his career, Nicky is still vital onstage — which made it all the more shocking when, last October, he told his more than 40 million Instagram followers that he was “retiring soon.” He paired his social media announcement with footage from his 2018 Netflix bio-series, Nicky Jam: El Ganador, which chronicled how he’d recovered from a turbulent past marked by drug addiction (and a stint in prison) to become one of Latin music’s most illustrious figures. “I’m not going to be a singer for the rest of my life,” he tells Billboard today over Zoom from his Miami home. “I think I’ll probably retire soon… Well, not retire. Singers never retire. You just tone it down.”

Read the full cover story here.

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