In Ontario, it is illegal to carpool or rideshare with someone unless you meet ALL of the following criteria:
You must travel from home to work only (no rides to schools, hospitals, food banks, etc.)
You cannot cross municipal boundaries (no driving to adjacent municipality to GO Station, TTC Subway, City Centers, Airports, etc.)
You must ride with the same driver each day (no exceptions sorry).
You must pay the driver weekly only (bring your calculator).
Some examples of illegal ridesharing according to Ontario Government’s current Law:
If you arrange with your wife to pickup your uncle at the airport - you have broken the law. If you travel with a friend and give her $5 for gas money - you have broken the law.
Here's an excerpt for the current law: "No person shall arrange or offer to arrange transportation of passengers by means of a public vehicle operated by another person unless that other person is the holder of an operating licence authorizing that other person to perform the transportation".
Bottom line: Reasonable rideshare or carpooling with someone in Ontario is illegal. Ontario is currently the only jurisdiction in the World aiming to shut down PickupPal’s 100% free global service.