# 54 Singles Artist of the Year

Winwood hit the Top 40 with "While You See A Chance."

Winwood hit the Top 10 with "While You See A Chance."

# 166 Singles Artist of the Year

# 21 Singles Artist of the Year

Winwood hit the Top 10 and #1 for a week with "Higher Love" from the LP Back In The High Life.

Winwood hit the Top 40 with "Freedom Overspill."

# 12 Singles Artist of the Year

Winwood was nominated for an American Music Award for Favorite Pop/Rock Single ("Higher Love").

Winwood won 2 Grammy Awards for Record of the Year and Best Pop Male Vocal Performance ("Higher Love"), and was nominated for Album of the Year (Back In The High Life) and Song of the Year (songwriter) ("Higher Love").

The video for "Higher Love" was nominated for 7 MTV Video Music Awards for Video of the Year, Best Male Video, Best Direction, Viewer's Choice, Best Editing, Best Cinematography, and Best Choreography.

# 8 Singles Artist of the Year

Winwood was nominated for a Grammy Award for Record of the Year ("Back In The High Life Again").

Winwood hit #1 for 4 weeks with "Roll With It."

The video for "Back In The High Life" was nominated for a MTV Video Music Award for Best Male Video.

# 100 Singles Artist of the Year

Winwood was nominated for 2 American Music Awards for Favorite Pop/Rock Male Artist and Favorite Pop/Rock Single ("Roll With It").

Winwood was nominated for 3 Grammy Awards including Album of the Year (Roll With It), Best Pop Male Vocal Performance, and Record of the Year ("Roll With It").

The video for "Roll With It" was nominated for 6 MTV Video Music Awards for Video of the Year, Best Male Video, Viewer's Choice, Best Editing, Best Cinematography, and Best Direction.

# 116 Singles Artist of the Year

Winwood hit the Top 40 with "One And Only Man."

# 181 Singles Artist of the Year

# 85 on the Top Pop Artists of the Past 25 Years chart.

Winwood released 9 Lives (Billboard peak: # 12 - Rolling Stone: ).