15. Captain & Tennille
> Biggest hit: Do That to Me One More Time
> Total songs on Hot 100: 14
The Captain (Daryl Dragon) and Tennille (Toni Tennille) were a light-spirited, soft-rock husband and wife team from California and Alabama who had a medley of hits in the mid 1970s. Dragon played keyboard to back up the Beach Boys, who nicknamed him Captain Keyboard because he wore a yachting hat. The image stuck. The duo self-financed their first single “The Way I Want to Touch You” and it got airplay in Los Angeles. Their next single was a cover of Neil Sedaka’s “Love Will Keep Us Together,” which became their signature song and helped revive the career of Sedaka. Seven singles broke into the Billboard Hot 100 Top 10 between 1975 and 1980.
14. K-Ci & JoJo
> Biggest hit: All My Life
> Total songs on Hot 100: 8
K-Ci & JoJo are brothers Cedric and Joel Hailey who grew up singing in church choirs in North Carolina. They were one of two pairs of brothers who formed the hitmaking act Jodeci in the 1990s. The Haileys broke off from Jodeci temporarily in 1997 to do their debut R&B album as K-Ci & JoJo titled “Love Always.” It became a 3x platinum hit, and its lead single, “You Bring Me Up,” went to No. 7 on Billboard’s Hot R&B/Hip-Hop Songs chart. K-Ci & JoJo has had three albums certified platinum, and two chart-topping singles on the Billboard Hot 100.
13. Waylon & Willie
> Biggest hit: Good Hearted Woman
> Total songs on Hot 100: 3
Texas country musicians Waylon Jennings and Willie Nelson helped coin the term “outlaw music” with the 1976 release of their album “Wanted! The Outlaws” — which also featured music by Tompall Glaser and Jessi Colter. It was the first country album to surpass 1 million sales. Though both artists had thriving solo careers, they reunited for the albums “Waylon & Willie” — which features the hit “Mammas Don’t Let Your Babies Grow Up to Be Cowboys” — and “Take It to the Limit.”
12. Ike & Tina Turner
> Biggest hit: Proud Mary
> Total songs on Hot 100: 20
The team of then-married couple Ike and Tina Turner sent 20 songs to the Hot 100 throughout the 1960s and 70s, including the No. 4 hit “Proud Mary,” which had been originally recorded by Creedence Clearwater Revival. The song won a Grammy for Best R&B Vocal Performance by a Group in 1971. Following years of abuse from Ike, the couple divorced in 1976 and ceased performing as a duo. They were inducted into the Rock & Roll Hall of Fame in 1991.
11. Paul McCartney & Michael Jackson
> Biggest hit: Say Say Say
> Total songs on Hot 100: 2
Paul McCartney, modern music’s most prolific and famous songwriter, has collaborated with many artists, including Stevie Wonder, Rihanna, and Kanye West. However, his most famous pairing was with the King of Pop, Michael Jackson. The multi-Grammy winners recorded the songs “Say, Say, Say,” “The Girl is Mine,” “The Man,” and “Girlfriend.” “Say, Say, Say” topped the Billboard 100 in 1983 and “The Girl is Mine” soared to No. 2 the same year.