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Sounds like we were definitely at OCA at the same time. I was there from 1978 to 1980 doing everything from illustration to hot glass. I lived two blocks north of the school in a funky apartment in Chinatown.
I was born and raised in Toronto (Mississauga, etc) and moved to the States in 1982. (I got a job in Florida to escape Toronto's winters!) I worked in graphic design for many years too, doing fine art on the side. My ex was a designer at McLean's Magazine and at the Toronto Star.
I'm not familiar with the other schools you mention, though I wish the John Michael Angel Academy had been in existence when I was there.
I don't know what the portrait market is like in Canada but I think there's got to be enough money and cultural appreciation in Toronto for you to be able to make a good go of it.
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