I'm afraid I don't have direct answers to your questions. But if I were you, I'd try contacting someone in Saskatchewan who has already dealt with these issues before.
My suggestion would be to
contact Al Elmer at Thunder City. Al used to be the official Superformance Canada dealer in Saskatchewan and surely would know the practical ins and outs of SK "kit car" registration and licensing.
Thunder City Power & Leisure
1033B Fourth Street, Estevan, SK
Phone 306-634-5016
www.thundercity.ca
Best of luck.