Sigmund Esco Jackson was born at St. Mary's Mercy Hospital in Gary, Indiana, on his mother Katherine's (May 4, 1930) 21st birthday in 1951.

He and his siblings (Michael, Marlon, Tito, Jermaine, Randy, Rebbie, La Toya, and Janet) were brought up in a two-bedroom house in Gary, Indiana, an industrial steel city south of Chicago.

His father, Joseph "Joe" Jackson (July 26, 1928 – June 27, 2018), worked at a steel mill, and at night he played in an R&B band called the Falcons with his brother, Luther.

He added brief lead parts in some of the Jackson 5's hit singles, including "I Want You Back" and "ABC".

Jackson began performing more lead vocals as Michael pursued a solo career.

On their 1984 album Victory, Jackie performed lead on the song "Wait" and wrote the single "Torture".

[7] Jackie recovered well enough to perform on the last leg of shows in December 1984 in Los Angeles, where Michael announced he was leaving the group.

The Jacksons also contributed backing vocals to the Tito-produced title track of Tramaine Hawkins's 1987 album Freedom.

2300 Jackson Street failed to chart, despite the Randy and Jermaine-led hit "Nothin' (That Compares 2 U)".

[15][16][17][18] In 2017, Jackie signed EDM meets Hip-Hop musical duo "Gold Lemonade" consisting of France born DJ/producer Lya Lewis and Caribbean rooted front-man Jvgg Spvrrow to his label Critically Amused, after having met Lya in Las Vegas in 2015.

as a child performer (then known as Donny B. Lord) , helping to shape his career and introducing him to his brother, Michael Jackson.