On June 21, 1988, Steve Winwood released his fifth solo album, “Roll with It.” The album achieved significant commercial success, hitting #1 on the US Billboard 200 charts. With its blend of rock, R&B, and soul influences, “Roll with It” resonated with a wide audience, leading to over 2 million copies sold in the US. This album further cemented Winwood’s reputation as a versatile and talented musician.