The Biggest Comebacks in Music History

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55. Gladys Knight And The Pips
> Gap between Top 40 hits: 12 years, 1 month
> Comeback song: Love Overboard (1988)
> Prior Top 40 hit: Part Time Love (1975)
> Career Top 40 hits: 25 songs (214 weeks total)

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54. Enya
> Gap between Top 40 hits: 12 years, 4 months
> Comeback song: Only Time (2001)
> Prior Top 40 hit: Orinoco Flow (Sail Away) (1989)
> Career Top 40 hits: 3 songs (55 weeks total)

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53. Dave Edmunds
> Gap between Top 40 hits: 12 years, 5 months
> Comeback song: Slipping Away (1983)
> Prior Top 40 hit: I Hear You Knocking (1971)
> Career Top 40 hits: 2 songs (10 weeks total)

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52. Cliff Richard
> Gap between Top 40 hits: 12 years, 6 months
> Comeback song: Devil Woman (1976)
> Prior Top 40 hit: It’s All In The Game (1964)
> Career Top 40 hits: 9 songs (83 weeks total)

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51. Gwen Stefani
> Gap between Top 40 hits: 12 years, 7 months
> Comeback song: Nobody But You (w/ Blake Shelton) (2020)
> Prior Top 40 hit: The Sweet Escape (w/ Akon) (2007)
> Career Top 40 hits: 10 songs (184 weeks total)

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50. Conway Twitty
> Gap between Top 40 hits: 12 years, 7 months
> Comeback song: You’ve Never Been This Far Before (1973)
> Prior Top 40 hit: C’est Si Bon (It’s So Good) (1961)
> Career Top 40 hits: 9 songs (72 weeks total)

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49. Rakim
> Gap between Top 40 hits: 12 years, 8 months
> Comeback song: Addictive (w/ Truth Hurts) (2002)
> Prior Top 40 hit: Friends (w/ Jody Watley & Eric. B) (1989)
> Career Top 40 hits: 2 songs (27 weeks total)

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48. Donny Osmond
> Gap between Top 40 hits: 12 years, 8 months
> Comeback song: Soldier Of Love (1989)
> Prior Top 40 hit: C’mon Marianne (1976)
> Career Top 40 hits: 12 songs (105 weeks total)

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47. Jimmy Ruffin
> Gap between Top 40 hits: 12 years, 11 months
> Comeback song: Hold On To My Love (1980)
> Prior Top 40 hit: Gonna Give Her All The Love I’ve Got (1967)
> Career Top 40 hits: 4 songs (34 weeks total)

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46. Kylie Minogue
> Gap between Top 40 hits: 13 years
> Comeback song: Can’t Get You Out Of My Head (2002)
> Prior Top 40 hit: It’s No Secret (1989)
> Career Top 40 hits: 5 songs (38 weeks total)