Likely as a reward for his work in establishing the Township of North York, Roy Risebrough was named its first police constable. When he noted that he knew nothing about police enforcement, officials told him “you’ll learn soon.” In his 34 years as North York’s chief constable he never carried a gun and knew most of the township’s early citizens by name. Outside of occasional gas station robberies (which were mostly committed by Torontonians), crimes tended to be minor. “Ninety percent of the cases were settled out of court,” he told the Mirror. “I used to go round to the house and talk to the people. It was different in those days. Instead of taking them to court, you gave them a tongue-lashing. And in a month, they were good friends again.” In many ways, Risebrough was the stereotypical small town law enforcer, to the extent that at least one long-time resident believed he never wore a uniform so that he could slip away for a few hours to fish.
Make that almost never wore a uniform. When George Mitchell campaigned for reeve in 1941, he promised to make Risebrough wear official clothing. After his election, Mitchell took Risebrough to Tip Top Tailors to be measured. When the uniform was ready, Mitchell had Risebrough put it on before both men made an evening drive from Willowdale to Hogg’s Hollow. Mitchell said “Now I’ve fulfilled my campaign promise, Roy. You can do what you damned well like.” Risebrough never wore the full uniform again.
Risebrough retired in 1956, shortly before the amalgamation of all police forces in Metro Toronto. “They wanted me to stay,” he noted, “but I said I’d be up for insubordination the first week and get dismissed. So I dismissed myself.” He died at the age of 87 in 1980.