It is the person that wears the ring that matters - not where the Ring is from.
I have heard the same comment as the Senior Master Chief from many a Sgt. Major or Master Guns about Marine Officers.
But, in my humble opinion (ok … maybe not that humble) it is the Officer - not the Ring.
I feel the same way about Rifles, Planes, etc. - it is almost always the Man shooting it that matters more than the rifle. Or the Lady flying the Fighter v. which platform she is flying.
I know many a good officer from both VMI and 'Canoe U' (could not resist) … and I've known world class jerks from both.
The mission of the schools IS different: VMI prepares a 'Citizen Soldier' whereas USNA a Professional.
My hypothesis it is the USA's "Citizen Soldier" that confounds the Professional Soldiers, Sailors, Marines and Airmen of the world.
That is because our "Citizen Soldier" is unpredictable, more of an independent thinker, and 'free styles' in combat instead of following tightly scripted doctrine. Any student of US Military History will affirm this going back to Washington's evacuation of NYC by a rag tag bunch of boatsmen.
So I will repeat myself - I believe there is no 'better' between the schools. They are similar, different, different purposes - but ultimately it comes down to the Officer/Man/Woman wearing the ring that defines, in my mind, which is better.
PS … I do think the "Middie" on the USNA Milk Carton is a smarmy looking little dude. Call it jealousy, call it what you want … but your own Dairy USNA? (or at least it had one back in my day in 1882)