He was raised by his parents Anice Rocquemore and Roy Henry Jackson, who was a veteran of World War I that was wounded in the Meuse-Argonne Offensive.
From 1963 to 1964, Jackson coached football and track at Shades Valley High School in Homewood, Alabama.
During his time at FSU, Jackson coached All-American linebacker Dale McCullers and defensive end Wayne McDuffie.
At running back, Jackson coached Mike Montgomery, Bill Butler, and Don Calhoun.
During Jackson's five-year tenure as running backs coach in San Diego, the Chargers surpassed the 4.0-yard per carry mark in each of his final four seasons.
In fact, over that four-year stretch (1988–91), the Chargers averaged 4.6 yards per rushing attempt, and led the NFL in this department in 1991 (4.8), while finishing second in 1988 (4.7), and third in 1990 (4.7).
In 1993, Ronald Moore amassed 1,018 yards rushing, the first Cardinals running back to break the 1,000-yard barrier since 1985.
During his six years in Washington, the team produced a 1,000-yard running back three times, including Terry Allen (1995–96) and Stephen Davis (1999).
Allen finished third in the NFC in rushing both times he reached the plateau, while Davis led the conference in that category in 1999.
He also led all NFC running backs in receptions all three years, as he averaged more than 81 catches a season over that stretch.
After the 2007 season, Jackson retired again to his Alabama farm, raising cattle and public speaking.