Artists Who Dominated the 2000s: Their Shocking Transformations

UPDATE: From chart-topping hits to unexpected career shifts, the biggest music artists of the 2000s are making headlines again as their fascinating journeys unfold. This retrospective highlights the dramatic transformations of 17 artists who once ruled the airwaves, with stories that are both surprising and compelling.

Akon, known for his massive hits like “Lonely” and “Smack That,” has pivoted from music to philanthropy, focusing on solar energy projects across Africa. His ambitious plans for Akon City in Senegal, designed to run on his cryptocurrency Akoin, have captivated many but remain unfulfilled as of now.

In a shocking turn, Sum 41 disbanded in March 2025, ending a legendary chapter that began in the late ’90s. Lead singer Deryck Whibley has since released a memoir, providing insight into the band’s rise and fall.

Meanwhile, iconic duo Outkast has pursued solo careers since their split in 2007. While Big Boi has released several solo albums and ventured into acting, Andre 3000 has kept a lower profile, focusing on diverse artistic endeavors.

The pop-punk queen, Avril Lavigne, known for hits like “Complicated,” has made a comeback after a period of absence from the spotlight. Her return has sparked excitement among fans eager for her new music.

My Chemical Romance, once the face of the emo movement, reunited for tours after a hiatus, keeping their legacy alive while exploring various side projects. Frontman Gerard Way has also made a name for himself in the comic book world.

In a more subdued narrative, Dido, famed for “Thank You,” has stepped back from the limelight to focus on family but still occasionally releases new music, re-establishing her presence in the industry.

The punk-pop band Fall Out Boy continues to thrive, having reunited and released new music, while its members engage in various creative ventures, from record labels to clothing lines.

This compelling contrast of “Then vs. Now” reveals how these artists have navigated the complexities of fame, the music industry, and personal challenges. As they adapt and evolve, their journeys resonate with fans old and new, proving that the music world is never static.

Stay tuned for more updates on the continuing transformations of these 2000s icons!