18. Kevin Lyttle
> Hit song: Turn Me On
> Year: 2004
> Peak position on Top 40: 4 (20 weeks total)
Kevin Lyttle’s calypso-influenced dance hit “Turn Me On” was an international smash hit. The singer has yet to send another song to the Hot 100, but not for want of trying. Lyttle has continued to release music, often as singles without accompanying albums.
17. Joan Osborne
> Hit song: One Of Us
> Year: 1995
> Peak position on Top 40: 4 (21 weeks total)
“What if God was one of us?” Joan Osborne asks in her iconic song “One of Us.” The Grammy-nominated song was a huge pop hit and appeared in movies, including “Vanilla Sky,” “Bruce Almighty,” and even “Austin Powers: The Spy Who Shagged Me.” The singer released her ninth studio album — a collection of Bob Dylan covers — in 2017 and continues to perform live.
> Hit song: Me & U
> Year: 2006
> Peak position on Top 40: 3 (21 weeks total)
While singer Cassie is only 33-years-old, it’s been 13 years since her song “Me & U” soared to No. 3 on the Hot 100 chart. Cassie has yet to release a sophomore album, though she put out a mixtape in 2013 as well as numerous songs, including some this past year.
15. Jennifer Paige
> Hit song: Crush
> Year: 1998
> Peak position on Top 40: 3 (23 weeks total)
Singer Jennifer Paige had a colossal pop hit with “Crush” — the first song on her debut, self-titled album. Paige has continued to work in music ever since, either as a songwriter or a performer. Her most recent work is the 2017 album “Starflower,” and Paige continues to stay in touch with her fanbase via social media.
14. House Of Pain
> Hit song: Jump Around
> Year: 1992
> Peak position on Top 40: 3 (25 weeks total)
Hip hop group House of Pain released three albums in the 1990s, the first of which contained their big hit “Jump Around,” which has appeared in numerous movies and been played at countless sporting events. The group eventually went their separate ways, with frontman Everlast performing as a solo artist and DJ Lethal joining rap-metal band Limp Bizkit. The band reunited in 2017 to tour in honor of their smash single’s 25th anniversary and — while new material may not be in the picture — the trio continues to perform live on occasion.