I winterize all of my 2 strokes religiously which include two outboard motors, one Echo weed whacker, one Stihl chain saw, one Stihl blower. I never have a problem starting any of them. My chain saw is 25 years old and my one outboard is 30 years old.
Fill with ethanol Stabil treated gas, start engine, remove air filter, open tank and drain the gas while running or disconnect gas line from outboard. When engine starts to speed up due to starvation spray fogging oil into carbuerator to stall it. Remove spark plug, clean and gap. Spray fogging oil into cylinder and gently pull starter to coat cylinder walls. Replace spark plug, air cleaner. It's ready for winter (or summer depending on the tool).