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John Henry Jackson came to Toronto to play football. ...
He stayed in Toronto for love. Argos teammate Dave Mann helped arrange a blind date with Anna Fitzsimmons, a friend of Mann’s girlfriend. That date led to marriage in 1962, and helped Jackson establish roots in Toronto. Over the following five decades Jackson, who died on Tuesday at age 80 of heart failure, became a justice of the peace, a father of two children and a trail-blazing restaurateur best known for helping establish Toronto’s first soul-food restaurant.
When famed jazz drummer Archie Alleyne and veteran restaurant owner Howard Matthews first approached Jackson with the idea of opening an eatery, they were thinking of a pizzeria. Instead, their brainstorming session spawned the Underground Railroad, which opened in 1969 on Bloor St. E, near Sherbourne St., and grew into an institution in Toronto’s Black community. Jackson co-owned the restaurant with Alleyene, Mann and Matthews, and saw it as his unique contribution to an increasingly multicultural city. “He missed home cooking,” said Cosby Jackson, Jackson’s son. “He wanted a letter from home, and to be able to have some collard greens, some black-eyed peas and ham hocks and okra and all that good stuff.” ...
His play attracted attention from historically Black colleges like Florida A&M, and from northern schools like Indiana, where Jackson eventually enrolled. The Hoosiers ran a single-wing offence, in which the quarterback took snaps but tailbacks did most of the passing. In 1959, Jackson lined up at tailback and completed 24 of 55 passes for 478 yards, leading his team in each category. His six passing touchdowns ranked second in the Big Ten. ...
Beyond those numbers, Jackson formed part of a cohort of African-American players slowly changing the racial makeup of football in the Big Ten, and other conferences outside the south. That season, Jackson faced future Argo Johnny Counts, who starred at the University of Illinois, and a Northwestern team featuring African-American standouts Ron Burton, Irv Cross and Elbert Kimbrough.
“That seemed to be a turning point,” Cosby Jackson said. “More and more Black kids getting a chance to play at predominantly big white schools. It’s pretty historical.”
Jackson’s Argos career was brief — he played one game in 1960, completing two of four pass attempts for eight yards.
But, by then, he was already in love with both Anna, whom he would marry in 1962, and Toronto. He landed a day job in ad sales at the old Toronto Telegram newspaper, became a Canadian citizen in 1965 and eventually became starting quarterback for the Toronto Rifles of the Continental Football League.
An October 1965 Continental League Game brought Jackson to Wheeling W. Va., where he completed the pre-game warm-up but, just before kickoff, was confronted by FBI agents, who arrested him for allegedly dodging the U.S. military draft. The owner of Wheeling’s team quickly paid Jackson’s $1,000 bail, and Jackson returned to the stadium in time to see the fourth quarter of a 13-3 Rifles victory.
High-profile supporters — including the Telegram, and lawyers from the Rifles and the Continental League — lined up to help him fight a court case they found disingenuous.
For his part, Jackson affirmed his right to freedom and dignity on either side of the border.“My home is Toronto now (but) I would like to be able to travel unrestricted throughout the States,” he told reporters in October 1965. “If there was a chance I would be convicted of something, I wouldn’t go. I don’t want to be treated like a dog.”By the spring of 1966, prosecutors had dropped the charges and, three years later, Jackson teamed up with
Mann, Alleyne and Matthews to open the Underground Railroad. The name references the network of people who helped slaves in the U.S. south escape to freedom in northern states and Canada. Cosby Jackson says the title was a natural, given the restaurant’s role as a beacon of African-American culture in Toronto, and the way fugitive slaves charted the path his family later followed. ...
The restaurant — which moved from Bloor St. E to King St. E in 1973 — quickly became a destination for locals, to whom African-American cuisine was a novelty, and to high-profile Black Americans passing through Toronto. It put Jackson in contact with celebrities like Bill Cosby, after whom he named his son, as well athletes of all races. African-American Blue Jays like Jesse Barfield and Willie Upshaw frequented the restaurant, as did Yankees’ second baseman Willie Randolph and all-star outfielder Dave Winfield. Even Boston Red Sox third baseman Wade Boggs would stop by on game days. ...
But, by then, steadily rising costs had been eroding the restaurant’s profits for years. The restaurant closed for good in 1990 and Jackson moved on to manage the Meteor restaurant on Blue Jays Way, and later ran Gretzky’s, which took over the site. ...
After leaving the restaurant business, Jackson spent nearly two decades as a justice of the peace, in Brampton and at Old City Hall.
