Re: 2000 90 hp 2 stroke won't start
First off that is a 2 cycle engine requiring oil to be mixed with the fuel. Unless you are using a product such a Sea Foam (aerosol) which has oil included, you may be scuffing up your engine internally from running fuel without any lube.
Spraying into the intake means you removed the cowl and the cover off the sound box. Doing that means you bypassed the entire fuel system. What you said about restarting on it's own tells me that your fuel is draining back out of the supply system. This could be a bad squeeze bulb, fuel pump, or carburetor needle valve seating problem.
You didn't mention the maintenance history on that engine but if you haven't "been into it" lately, might upgrade the things mentioned and go from there....new bulb, fuel pump kit, and carb kits and associated cleaning; fuel filter wouldn't hurt while there and inspect fuel lines for leaks. If you find little pieces of rubber in the process, might as well go with new fuel lines too.
Mark