Born in Toronto, Ontario, Hewitt attended Upper Canada College and the University of Toronto where he was a member of the Toronto chapter of the Beta Theta Pi Fraternity. He was a champion boxer in his student years, winning the intercollegiate title at 112 pounds. \n', '

Hewitt developed an early interest in the radio and as a teenager accompanied his father, W. A. Hewitt, on a trip to Detroit, Michigan to see a demonstration of radio technology sponsored by General Electric.\n', '

He took a job with Independent Telephone Company, which manufactured radios, and left that job and university when his father—the sports editor of the Toronto Daily Star—told him that the Star was going to start its own radio station. Hewitt became a reporter at the paper, and was ready to go on the air when CFCA was launched. CFCA\'s first hockey broadcast was on February 8, 1923, although it was colleague Norman Albert who performed the play-by-play. Hewitt\'s first broadcast likely was February 16, of a game between the Toronto Argonaut Rowing Club and the Kitchener Greenshirts. Hewitt recalled the date as being March 22 in his own book, although there was no game scheduled for that night at the Arena Gardens. Hewitt\'s book also mentioned his first broadcast as being of a game between Parkdale and Kitchener, and the Argonaut Club was based in Parkdale, a neighbourhood of Toronto. He also mentioned that game as going into overtime which the Argonaut-Kitchener game did.\n', '

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