Are you a complete beginner, or just haven't sailed the bigger stuff?
Ordinarily I'd encourage you to get some small-boat sailing in first, ie "learn the basics of driving in a smaller car before driving that truck or RV", but if your question is whether you should start out on the Cat-27 before getting the Morgan-32, I'd say you could as easily learn sailing on the one as the other.
Your wish to sail solo, however, might tip me toward the 27-footer, you'll run a shorter personal track meet trying to trim and ease those smaller sails by yourself. But please learn with a crew first? Sailing alone is one thing. Docking, undocking, mooring, anchoring, raising and dousing sail, and many other chores too, *alone*, is another thing.... ;-)
Good post by Nolatom .....
The smaller and lighter weight the boat - the faster and steeper the learning curve ... translation: you overcome the 'trepidations' and learning of sailing much quicker. Sailing like other sensory linked activities (skiing, playing musical instruments, flying aircraft, etc.) usually is gained by pursuing a sequence of 'plateaus'. The steeper the learning curve, the faster that learning curve will be ... especially in the pursuit of a personal goal.
Smaller boats are 'more reactive' and their lack of mass/weight, smaller sails, etc. will not hide operator errors due to the relative sluggishness and slower response that you would encounter with a 'bigger' boat.
Suggestion: buy that 32 footer for the convenience, interior space and amenities; but, also consider to buy a cheap (abandoned, etc.) sailing dinghy, sail it often, crash it and capsize it often, dont put much $$$ into it ..... as a 'beater'; apply what that small boat teaches you
and apply what you learn to that larger boat. Time on the water, actually sailing, is what will get you to your next plateau. The small boat with its rapid and tender responses will get you there much faster and these 'plateaus' will become more obvious to you as you progress. When you know you've arrived at your goal (mastery of sailing, etc.), walk away from the small boat or give it to someone else .... I'll make the bet, that youll keep the small beater.
Most who start their sailing in small boats, usually always have a small boat to sail on, even if eventually they own a 'sailing monster'; smaller boats are simply more 'fun' and so much easier
to sail ... the learning process never ends if you let it.
If you observe the population of just about any marina, those who started sailing in larger boats are inevitably the ones who never or rarely ever actually go sailing in their 'big' boats, ... especially when the wind 'pipes up'. The prevention of this is to (also) buy a small 'beater' and sail it
as often you can.