Ryan Cabrera Reunites TRL Superstars for 20th Anniversary of "On The Way Down"

In November 2025, singer-songwriter Ryan Cabrera is marking a major career milestone - the 20th anniversary of his breakout hit "On The Way Down." To commemorate the occasion, Cabrera has released a brand-new music video featuring an epic collaboration with a group of artists he refers to as the "TRL all-star alums."

Cabrera enlisted the help of Backstreet Boys member AJ McClean, 'NSync's Joey Fatone, Drake Bell, Walk the Moon's Nick Petricca, Taylor Hanson, and Nash Overstreet to lend their voices and talents to the reimagined version of the song. The result is a unique, eclectic take on the track that changed Cabrera's life 20 years ago.

"We put together a team. You got the boy bands, the rock stars, the emo stuff. It was definitely a smorgasbord of eclecticness of artistry and creativeness, and they made the song what it was," Cabrera shared. The original "On the Way Down" was a hit, peaking at #15 on the Billboard Hot 100 and #4 on the TRL chart back in 2005.

Even two decades later, Cabrera continues to be amazed by the song's enduring popularity. "I'm very fortunate that this song for some reason gets played still in like the most random place, whether it be grocery stores, Home Depot, Walgreens, Chili's, Applebees, whatever your neighborhood grill and bar is," he said. "For a song that came out, you know, 20 years ago, to still be popping up in all these random spots? That's pretty cool for me."

These days, Cabrera is balancing his music career with his personal life, having recently welcomed a daughter with his wife Alexa Bliss. As he looks to the future, the singer-songwriter remains grateful for the song that started it all.