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Ontario Carpool Regulations According to The Public Vehicle Act:
If you’re carpooling solely within a single municipality, or if you’re not being compensated for driving, there should be no issue with Ontario's Public Vehicles Act.
In certain areas (ex. Ontario), you cannot receive payment for individual rides between different cities. If you do, you are no longer sharing a ride, you’re selling a ride. This constitutes operating a public transportation service. Individuals operating such services must be properly licensed, insured and inspected. The Public Vehicles Act attempts to control drivers seeking to make a profit at the cost of public safety.