No.
I don't see why not. I drive alone all the time, and I don't even have permission.
Why would you need to give someone written permission to drive? You would first have to add the person to your insurance as a driver. Giving them written permission doesn't change this requirement.
if they catch you, they can take away your license for 30 days.
No you don't. Simple oral permission will suffice.
The drive from Brockville, Ontario to Almonte, Ontario is 137 km - about 1 hour 32 mins.
While there may be some states that allow special exceptions (granted on an individual basis) you may NOT legally operate a vehicle on a permit if you are unaccompanied by a licensed driver.
The distance between Windsor Ontario and Mississauga Ontario is 354km and will take about 3 hours 42 Minutes to drive.
The drive from Hamilton Ontario to Toronto Ontario is 45 min. to an hour. Actual distance: 65.7 km or 40.8 mi
As long as your son was on the policy or had permission from the owner of the vehicle to drive it, he should be covered.
map James gray drive willowdale Ontario Canada
About an hour.
about 35 miles