[2] He played in just one CFL game for the team before being waived in 1961,[3] but remained in Canada as he had begun dating Toronto resident Anna Fitzsimmons, whom he married in 1962.
[4] At a Rifles game against the Wheeling Ironmen in October 1965, Jackson was arrested on the grounds of purportedly failing to report for US Army draft duty in 1961, a time when he was already living in Canada.
[1] He quit the Rifles in August 1966 in a dispute with coach Leo Cahill,[7] but briefly returned to the team in 1967,[8] before being placed on waivers a few months later.
[9] After leaving football he became a partner with Archie Alleyne, Dave Mann and Howard Matthews in The Underground Railroad, a soul food restaurant in Toronto which launched in 1969.
[15] After retiring from the restaurant business, he worked for a number of years as a justice of the peace in Toronto and Brampton.