Source: M. McKeown / Hulton Archive via Getty Images
25. Dusty Springfield
> Gap between Top 40 hits: 17 years, 11 months
> Comeback song: What Have I Done to Deserve This? (w/ Pet Shop Boys) (1987)
> Prior Top 40 hit: A Brand New Me (1969)
> Career Top 40 hits: 11 songs (77 weeks total)
24. Nas
> Gap between Top 40 hits: 17 years, 12 months
> Comeback song: Sorry Not Sorry (w/ DJ Khaled, Jay-Z & James Fauntleroy) (2021)
> Prior Top 40 hit: I Can (2003)
> Career Top 40 hits: 8 songs (86 weeks total)
24/7 Wall St.
Source: Michael Ochs Archives / Michael Ochs Archives via Getty Images
23. The Monkees
> Gap between Top 40 hits: 18 years
> Comeback song: That Was Then, This Is Now (1986)
> Prior Top 40 hit: D. W. Washburn (1968)
> Career Top 40 hits: 12 songs (91 weeks total)
22. Ray Charles
> Gap between Top 40 hits: 18 years, 7 months
> Comeback song: I’ll Be Good To You (w/ Quincy Jones & Chaka Khan) (1989)
> Prior Top 40 hit: Don’t Change On Me (1971)
> Career Top 40 hits: 31 songs (191 weeks total)
Source: Public Domain / Wikimedia Commons
21. Billy Vera & The Beaters
> Gap between Top 40 hits: 18 years, 8 months
> Comeback song: At This Moment (1986)
> Prior Top 40 hit: Country Girl – City Man (w/ Judy Clay) (1968)
> Career Top 40 hits: 2 songs (16 weeks total)
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