#Grammy

9 items

Video thumbnail — The Black Eyed Peas - Where Is The Love? (Official Music Video)
Celebrities 2003–2009 peak

Black Eyed Peas

An underground L.A. hip-hop crew added a singer named Fergie and became the sound coming out of every speaker in the 2000s. From "Where Is the Love?" to "I Gotta Feeling," the Black Eyed Peas owned graduation parties, sports arenas, and wedding dance floors for the better part of a decade.

Video thumbnail — Train - Drops Of Jupiter (Tell Me) (Official 4K Video)
Music 2001

"Drops of Jupiter" by Train

She's back in the atmosphere with drops of Jupiter in her hair — the piano-and-strings ballad that soaked every radio format in 2001 and never really left. Pat Monahan wrote it after dreaming of his late mother, which is why a song about swimming through planets and fried chicken can still make people cry at a grocery store.

Video thumbnail — Fergie - Big Girls Don't Cry (Official Music Video)
Celebrities 2003–2009 peak

Fergie

Stacy Ann Ferguson went from Saturday-morning TV to the voice that powered the Black Eyed Peas' commercial earthquake, then walked straight into solo stardom in 2006. "London Bridge," "Glamorous," "Big Girls Don't Cry" — three Hot 100 chart-toppers off one album — sewed her into the fabric of 2000s pop.

Garth Brooks in a tuxedo at the 1991 Country Music Association Awards
Celebrities 1989–1998 peak

Garth Brooks

Garth Brooks made country music arena-sized. The wireless headset, the hit-after-hit albums, and "Friends in Low Places" became the sound of the '90s — country that didn't apologize for being enormous, and made it look like the point all along.

Video thumbnail — Alanis Morissette - Ironic (Official 4K Music Video)
Music 1995–1997

Alanis Morissette — Jagged Little Pill

Alanis Morissette's international debut detonated on alternative radio with "You Oughta Know" and never let up. At 21, she won the 1996 Grammy for Album of the Year, becoming the youngest recipient of that award at the time and selling over 33 million copies worldwide.

Video thumbnail — The Wallflowers - One Headlight (Official Music Video)
Music 1996–1997

The Wallflowers — "One Headlight"

The melancholy glow of 1997 radio: Jakob Dylan—yes, that Dylan—singing about the death of ideas over the year's most inescapable groove. It topped every rock format at once, won two Grammys, and never even appeared on the Hot 100.

Video thumbnail — Outkast - Ms. Jackson (Official HD Video)
Celebrities 1994–2004 peak

OutKast

André 3000 and Big Boi met as teenagers at Lenox Square mall in Atlanta and launched one of hip-hop's most fearless acts. The South got something to say—literally—and hip-hop would never ignore it again.

Video thumbnail — Chamillionaire - Ridin' (Official Music Video) ft. Krayzie Bone
Music 2005–2006

Ridin'

A Houston rapper's song about profiling that climbed to No. 1, spent 31 weeks on the chart, and became the best-selling ringtone of 2006. "They see me rollin', they hatin'" echoed from every flip phone in America.

Video thumbnail — Shawn Colvin - Sunny Came Home
Music 1997–1998

Shawn Colvin — "Sunny Came Home"

Pretty, gentle, and secretly about a woman burning her house to the ground — Shawn Colvin's "Sunny Came Home" swept the 1998 Grammys, winning both Record of the Year and Song of the Year.