Daytona Cubs
He did not play in 1995. In 1996, Jackson returned to organized baseball, playing for the Will County Cheetahs of the independent Heartland League and for the Daytona Cubs in the Chicago Cubs organization. He hit .300 in 26 games overall. In 1997, he played for the Cheetahs again, hitting .303 with 13 home runs in 64 games.