Revisiting 17 Music Icons: Their Transformative Journeys Since the 2000s

The music landscape has shifted dramatically over the past two decades, with many artists from the early 2000s carving out new paths. A deep dive into the careers of 17 notable musicians reveals how they have evolved since their peak popularity, highlighting their diverse pursuits from philanthropy to acting and beyond.

Akon: From Chart-Topping Hits to Solar Energy Initiatives

Akon dominated the airwaves in the 2000s with hits like “Lonely,” “Smack That,” and “Right Now.” While he continued to release music, his focus has shifted significantly in recent years. He established a philanthropic organization that provides solar energy solutions across various African countries. Akon also envisioned the ambitious project known as Akon City in Senegal, though it has since been abandoned. The futuristic city was intended to operate on his cryptocurrency, Akoin.

Sum 41 and Outkast: Shifts in Musical Trajectories

Sum 41, a band that rose to prominence in the late ’90s, enjoyed massive success in the 2000s with hits like “In Too Deep” and “Fat Lip.” After a string of albums, the band officially disbanded in March 2025, with lead singer Deryck Whibley publishing a memoir in 2024 and pursuing a quieter life.

Meanwhile, Outkast enjoyed a significant influence in both the ’90s and early ’00s with chart-toppers like “Hey Ya!” and “Ms. Jackson.” After their split in 2007, members Big Boi and Andre 3000 have pursued solo projects, with Big Boi releasing several albums and Andre engaging in various creative endeavors, including acting.

Avril Lavigne and Imogen Heap: Diverse Paths and Innovations

In the 2000s, Avril Lavigne was synonymous with pop-punk, thanks to iconic tracks like “Complicated” and “Sk8er Boi.” After a brief hiatus, she returned to the spotlight with new music while also exploring other creative outlets.

Imogen Heap was known for the hit “Mmmm, Watcha Say,” which gained renewed attention through pop culture references. Recently, her focus has shifted toward exploring technology’s role in music, including the use of blockchains and artificial intelligence.

The Emo Revival: My Chemical Romance and Others

The early 2000s saw My Chemical Romance emerge as the face of the emo movement with songs like “I’m Not Okay” and “Welcome to the Black Parade.” After disbanding in 2013, the group reunited in recent years to tour and release new music. Frontman Gerard Way has also pursued comic book writing, co-creating the acclaimed series “The Umbrella Academy.”

Personal Struggles and Comebacks: Sean Kingston and Dido

Sean Kingston became a household name as a teenager with his debut single “Beautiful Girls.” Despite facing personal challenges, including a near-fatal jet ski accident in 2011, he has continued to work in music.

On the other hand, Dido, known for hits like “Thank You,” took a step back from the public eye during the 2010s to focus on family. She has since returned to music, releasing new material and touring, notably finding success with Christmas music and specials.

The Resurgence of Fall Out Boy and Other Icons

Fall Out Boy was one of the biggest bands of the 2000s, known for their anthems “Sugar, We’re Goin Down” and “Thnks fr th Mmrs.” After a hiatus, they have returned with new music and tours, while the band members have explored various ventures, including record labels and clothing lines.

As the music industry continues to evolve, these artists exemplify the diverse journeys taken by those who once ruled the charts. Their stories reflect not only personal growth but also the broader changes within the entertainment landscape over the last two decades.