March 21, 2000 With the release of their third album, No Strings Attached, 'N Sync smashes the Backstreet Boys' record for first-week sales with 2.4 million copies sold - almost double the amount BSB garnered with their 1999 album, Millennium. 'N Sync's record holds for 15 years until Adele pushes more than 3 million units of 25.More
March 21, 2000 "Newgrass" trio Nickel Creek release their breakthrough self-titled album, produced by bluegrass star Alison Krauss. The group earns two Grammy nominations: Best Bluegrass Album and Best Country Instrumental for "Ode to a Butterfly."
March 16, 2000 Jay-Z and Beyoncé meet for the first time at MTV's Spring Break festival in Cancun, where both are performing (Bey with her group, Destiny's Child). They go on their first date two years later.
March 6, 2000 Eric Clapton is inducted into the Rock & Roll Hall of Fame, making him the first person inducted three times. He is also in as a member of The Yardbirds and Cream.More
March 4, 2000 "Amazed" by Lonestar hits #1 in America, knocking off another first-dance wedding favorite, "I Knew I Loved You" by Savage Garden.
February 29, 2000 Steely Dan release Two Against Nature, their first album in more than 19 years. It goes on to win the Grammy for Album Of The Year.
February 23, 2000 Santana win eight Grammy Awards for their star-studded, chart-topping album Supernatural, tying Michael Jackson's record for the most awards won in a single night.More
February 22, 2000 The recently departed soul legend Curtis Mayfield is honored at a First African Methodist Episcopal Church service in Los Angeles, featuring performances from Stevie Wonder, Eric Clapton, and, spontaneously, Lauryn Hill.
February 12, 2000 D'Angelo's Voodoo replaces Santana's Supernatural as the #1 album in America. It stays for two weeks before Supernatural returns to #1.
January 30, 2000 Backed by drummers, bagpipers, and sign language interpreters, Faith Hill sings the National Anthem at Super Bowl XXXIV, which the Rams win over the Titans. Like Whitney Houston's 1991 Super Bowl performance, it goes over so well that it's released as a single, charting at #118.
January 24, 2000 Crosby, Stills, Nash & Young open the first tour of the full quartet in 25 years with a show at Palace of Auburn Hills in Detroit, Michigan.
December 27, 1999 Puff Daddy is involved in a New York City nightclub shooting that injures three people. He and his girlfriend, Jennifer Lopez, are arrested after fleeing the scene. Puff is put on trial for weapons possession and attempted bribery, but is found innocent in March 2001 after a six-week trial.
December 26, 1999 Curtis Mayfield, debilitated from a 1990 stage accident that left him paralyzed, dies of complications from diabetes at 57. Mayfield was a writer and producer as well as a singer. With his group The Impressions he crafted songs like "Gypsy Woman" and "People Get Ready." As a solo artist, he's best known for the 1972 Super Fly soundtrack with the ultra-funky title tune.
December 23, 1999 Cristin Keleher, an unemployed musician in Hawaii, breaks into George Harrison's Maui home and makes herself at home, ordering pizza, drinking root beer, doing laundry, and calling her mother before authorities arrive to arrest her. She is eventually charged with breaking and entering and theft, and serves four months. "I thought I had a psychic connection with George," she says.
December 14, 1999 In a much-publicized show, Paul McCartney returns to play the Cavern Club in Liverpool for the first time since 1963. Joining him are Pink Floyd's David Gilmour and Deep Purple's Ian Paice. Only about 300 watch from the club, but another 4,000 or so see it simulcast on big screens at a nearby park, and many more watch a webcast of the show, which is likely the most-watched internet event in history at this point (reporting is far from reliable).
December 13, 1999 BMI publishes their list of the most-played songs on American radio and TV in the 20th century. The Top 5: "You've Lost That Lovin' Feelin'" "Never My Love" "Yesterday" "Stand By Me" "Can't Take My Eyes Off of You"
December 2, 1999 Jay-Z stabs the record executive Lance "Un" Rivera at a party at Manhattan's Kit Kat Klub, believing Rivera bootlegged his album Vol. 3... Life and Times of S. Carter. The rapper pleads guilty to misdemeanor assault and is sentenced to three years probation.
November 26, 1999 Lisa "Left Eye" Lopes issues a challenge to her TLC bandmates, proposing that they each make solo albums, with the winner determined by sales totals.More
November 20, 1999 Patty Loveless kicks off the holiday season by traveling aboard a CSX Transportation train bearing gifts to families along a route from Pikeville, Kentucky - Loveless' hometown - to Kingsport, Tennessee. The transportation system has distributed 15 tons of gifts annually to people living in Eastern Kentucky, Eastern Tennessee and Western Virginia.
November 16, 1999 Korn release their highly anticipated fourth album, Issues, which includes "Falling Away from Me." It debuts at #1, joining albums by fellow nu-metalers Limp Bizkit and Rage Against The Machine on the list of 1999 chart-toppers.
November 9, 1999 Fiona Apple releases her second album. The title is 90 words long, so it is usually listed as When The Pawn....More
November 9, 1999 The Recording Industry Association of America (RIAA) announces the biggest-selling artists of the century in the United States: The Beatles have sold the most albums (106 million), Garth Brooks is the best-selling male solo act, and Barbra Streisand the best-selling female. Elton John's 1997 "Candle In The Wind" is the best-selling single of the century, and the best-selling album is the Eagles' Greatest Hits 1971-1975.
November 5, 1999 Van Halen announce that lead singer Gary Cherone, who joined in 1996 and sang on the Van Halen III album, is leaving the band. All parties claim the split is amicable. The group later coaxes Sammy Hagar back into the fold, and reunites with original frontman David Lee Roth in 2007.
November 1, 1999 With getting music over the internet still a novel concept and technical challenge, Third Eye Blind offer their single "Anything" exclusively online. It's free, but can only be played for three weeks.
October 31, 1999 Bryan White sings the US national anthem at the Adelphia Coliseum in Nashville prior to the match-up between the Tennessee Titans and the St. Louis Rams. Following the game, White gives his second annual Howl-O-Ween concert at the north end of the coliseum.
October 31, 1999 In Biloxi, Mississippi, on the last stop of The Family Values Tour, Aaron Lewis of Staind captivates the crowd with the debut performance of "Outside," leading the way for their breakout album, Break The Cycle.More
October 30, 1999 It's an early attempt at video over the web, as Neil Young's annual Bridge School Benefit concert is "cybercast" to a few brave souls trying to get their modems to work. The Who, Pearl Jam, and Brian Wilson perform at the show.
October 28, 1999 Performing at the Adams Mark hotel in Dallas, Kenny Rogers throws a frisbee that hits a chandelier. The broken glass hits audience member Kevin O'Toole, who claims that it leaves his face scarred and ruins his sex life. Both he and his wife sue Rogers, claiming the singer "deprived her of the services, love and guidance of her husband."
October 27, 1999 Frank De Vol - known for his '40s arrangements, namely "Nature Boy," and compositions of TV themes for The Brady Bunch and My Three Sons - dies of congestive heart failure in Lafayette, California, at age 88.
October 27, 1999 Master P's hoop dream comes to an end. The high-profile rapper, whose real name is Percy Miller, is waived by the NBA's Toronto Raptors, failing to make the pro league for the second straight season. The year before, the Charlotte Hornets waived Miller just before the regular season began.
©2026 Songfacts®, LLC