Where are you located? Is ON Ontario? If you're in Canada, I don't understand your concerns.
If you're in the US, be sure you ask about COBRA. In larger companies, you have the right to keep your insurance (you pay, though) for 18 months. This is true throughout the country.
In Illinois, in smaller companies, you can keep it for six months -- long enough to get the surgery and start on the chemo if you need it.