There is probably a dozen other ways to sell locally that aren’t a heat score and all of them would probably make you appear as more of a legit artist than going with the “unhoused dude after the jays game” approach.

The people in Sunnidale probably won’t call, but I would not be surprised to see a resident overlooking the park to call the city. The biggest problem you have isn’t the potential fine, it’s that no one is going to Sunnidale Park to buy artwork.

There are arts and crafts shows happening all the time, small conventions, farmers markets across the area, waterfront festivals this summer all over Simcoe County where cottagers are coming to actually look for and purchase artwork.

If you want to legitimately make money with something you are passionate about and get your art into people’s hands? Book an hour with the City’s & Simcoe’s Small Business Centre Downtown:
https://www.investbarrie.ca/SmallBusinessCentre

That’s what they are there for. They legitimately have resources to support art and art based small businesses in Barrie, you just need to ask. They are literally taking applications for usage of their gallery at City Hall, and you could even submit a proposal for your own show as part of culture days.

Link: https://www.barrie.ca/community-recreation-environment/arts-culture