Always wear motocross boots,they have a stiff sole. Excessive piston to cylinder clearance will make it hard to start. I use to own one!

 

it should not try finding the right heat range for your spark plug and ratio air gas two cycle are pretty dtraight forward ski doos are two cycles and their not too bad to start personally i paid my 250r 400 bucks and take three tries to start at -35 and freezing to hell . could be a few things does your carberator stick . old magneto , wrong spark plug heat range for weather,and you top dead piston position is at is absolute highest it should fire to throw it down and not while the piston climbs but should get your book for this .

 

Give it about three half kicks to charge up the capacitor, you will feel it tighten up on compression, Shoule start after a couple of tries.