After 55 years...
Depends what you're doing. Some imaging types have just one scope and don't even look visually through it.
But for a visual observer three is probably nirvana:
One scope for high magnification lunar & planetary - long focal length eg mak or SCT;
One small scope for grab&go, kids, friends and outreach events;
One scope for deep sky where aperture counts, provided you're prepared to go to a dark site to use it...
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