There's two concepts involved here:
vacuum leak would occur between head and carbs since restriction of throttle generates vacuum. Leak in rubber manifolds would suck in extra air that didn't go through carbs. This leads to lean mixtures that indeed can cause difficulty starting.
pre-carb leaks wouldn't really be classified as vacuum-leak since there's no vacuum ahead of throttle-body/slide restriction. But yes, there's configuration of air-box and velocity-stack style intakes that shapes air-flow pattern before carbs. Any distruption of that flow would change air-volume going into carbs and cause difficulty starting.
Let's see how it starts 1st thing tomorrow morning.
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