Jay_solo
It can be a difficult start at your stage, not necessarily because of the licenses but because of the total time because of requirements the insurance companies dictate. Nevertheless, if a prospective employer figures you will be the right fit for his company, he can work something with the insurance company to get you covered to fly his airplanes.
There is a young lad flying the tow-plane where I did some summer gliding that had less than 500 hours who was in a somewhat similar situation; unfortunately, Commercial Glider Operators are few and far between in Canada.
There are plenty of single-engine VFR only opportunities in Canada. Of course, all positions are competitive. Don't discard the thought of getting your Instructor Rating-- it does offer the possibility of year-round employment that dropping skydivers, banner towing, towing gliders, aerial photography normally does not.
Good luck.