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"Roll with It" is a song recorded by Steve Winwood for his album, Roll with It, released on Virgin Records. It was written by Winwood and songwriter Will Jennings. Publishing rights organization BMI later had Motown songwriters Holland-Dozier-Holland credited with co-writing the song due to its resemblance to the Junior Walker hit "(I'm a) Roadrunner".

"Roll with It"
Steve Winwood Roll with It single.jpg
Artwork for UK releases
Single by Steve Winwood
from the album Roll with It
B-side"The Morning Side"
ReleasedAugust 11, 1988
Format12-inch single, 7-inch single, CD Single, Cassette Single
GenrePop rock, blues
Length4:30 (single edit)
5:20 (album version)
Producer(s)Steve Winwood, Tom Lord-Alge
Steve Winwood singles chronology
"Talking Back to the Night (remix)"
"Roll with It"
"Put on Your Dancing Shoes"

The single spent four weeks at No. 1 on the Billboard Hot 100 singles chart in the summer of 1988.[1] It topped the Billboard adult contemporary chart for two weeks, and also spent four weeks at No. 1 on the Billboard mainstream rock chart. In addition, the song reached No. 30 on the R&B chart.[2] In the United Kingdom, the song reached No. 53 on the UK Singles Chart.

"Roll with It" was nominated for two Grammy Awards in 1989, Record of the Year and Best Male Pop Vocal performance. The album Roll with It was also nominated as Album of the Year.

The song was the last #1 hit of Casey Kasem's 18-year run as the original host of American Top 40 (he would return to host the program 10 years later), as well as being the first #1 song of Shadoe Stevens' hosting tenure.

Track listingEdit

7": Virgin / VS 1085 United Kingdom

  1. "Roll With It" - 4:30
  2. "The Morning Side" - 3:57

7": Virgin / 7-99326 United States

  1. "Roll With It" - 4:30
  2. "The Morning Side" - 5:12

12" and CD Single: Virgin / VST 1085, VSCD 1085 United Kingdom

  1. "Roll With It" (12" Remix) - 9:56
  2. "The Morning Side" - 3:57
  3. "Roll With It" (7" Remix) - 4:30
  • Track 1 remixed by Bruce Forest and Frank Heller

12": Virgin / 7 96648-0 United States

  1. "Roll With It" (12" Remix) - 9:53
  2. "Roll With It" (Steve Testifies Dub) - 6:44
  3. "The Morning Side" (7" Version) - 3:57



Chart (1988) Peak
UK Singles (Official Charts Company)[3] 53
US Billboard Hot 100[4] 1


  1. ^ Bronson, Fred (2003). The Billboard Book of #1 Hits, 5th Edition (Billboard Publications), page 705.
  2. ^ Hyatt, Wesley (1999). The Billboard Book of #1 Adult Contemporary Hits (Billboard Publications), page 336.
  3. ^ "Official Singles Chart Top 100". Official Charts Company. Retrieved February 03, 2019.
  4. ^ "Steve Winwood Chart History (Hot 100)". Billboard. Retrieved February 03, 2019.

External linksEdit