Thanks for the suggestions! Among them are some wich didn't cross my mind as of yet so I've got some 'work' to do
Tomorrow promises to be a sunny day again so I might test some of the idea's and see what it'll do with the Saito. All of this caused the Spitfire not be able to leave the pitts today and I hoped to see it fly like it did when the engine 'survived' the starting procedure so to speak.
As far as the cooling goes, I've had my doubts about the Saito being somewhat shrouded by the engine cowling which might prevent proper cooling by the airflow during the flight but I didn't really notice any cooling problems before...
@Richard,
One of the Chipmunks, the one in front, is mine and powerd by a Saito Fa91 mounted sideways or horizontal... here's a picture taken this morning flying in formation with an airliner

:
...no problems starting whatsoever. With this Saito I do the same trick with blocking the silencer to build up pressure in the tank so the fuel flows to the carb but when the fuel reaches the carb I immediately stop so the carb won't spay fuel in the intake manifold. Just apply the starter and the Saito fires and runs without problems.
Anyway i'll keep you all posted!