Justin Timberlake Praises Justin Bieber’s ‘Cry Me a River’ Coachella Cover: ‘I’m Proud of You’

Justin Timberlake at the 2026 Recording Academy Honors.

Justin Timberlake honoring the Black Music Collective during the 68th GRAMMY Awards.
Emma McIntyre/Getty Images

It is a classic case of the “Justin” connection.

Justin Timberlake has publicly responded to Justin Bieber’s nostalgic rendition of his hit “Cry Me a River,” performed during Bieber’s headline set at Coachella’s second weekend. On Monday, April 20, Timberlake took to Instagram to share a sentimental throwback video capturing an early encounter between himself and a young, aspiring Bieber.

“I understand this journey has been a long one,” Timberlake noted in his caption. “And I know it hasn’t always been an easy path. I am incredibly proud of the artist you’ve become—and you should be just as proud of yourself. Sending love, @lilbieber.”

In addition to the vintage footage, Timberlake featured a clip of Bieber’s Saturday night performance. In the segment, Bieber tells the audience, “I grew up listening to the sounds of Justin Timberlake and so many other incredible talents. I remember this particular moment like it was yesterday.”

As he spoke, a massive backdrop displayed a video of a younger Bieber playing the guitar and singing “Cry Me a River.” That original tribute, uploaded to YouTube in February 2008, predates Bieber’s professional breakout with his 2009 hit, “One Time.”

“The guitar was a bit out of tune back then,” a reflective Bieber joked before launching into a heartfelt duet with his younger self. The clip concluded just as the song reached its emotional peak.

“Cry Me a River,” a standout from Timberlake’s debut solo project, Justified, remains a fan favorite, having peaked at No. 3 on the Billboard Hot 100 during its impressive 20-week chart run.

The history between these two icons is deep; Timberlake notably attempted to sign a pre-fame Bieber, though the young artist and his manager, Scooter Braun, ultimately decided to move forward with Usher.

Check out the original 2008 cover video that started it all below.

Video Thumbnail
 

Source

Read also