That’s an excellent post but it actually supports the OP’s point. Your response gives a lot of useful information and would help me make a gear decision. “Tone is in the fingers” or “it depends on the player” by themselves give me no useful information and often come across as nothing more than a condescending “you suck and your momma dresses you funny.”I'd really like to do my best to respond to this because I think the real answer is buried in here.
First, let's take out the term "shortcomings" and replace it with the term "differences". Let's assume you have two players of equal abilities but substantially different techniques. In fact, I'll be Player 1 and my friend Joe will be Player 2. This is non-hypothetical. We play similar styles of music and even many of the same songs. We both play clean tones only. Joe plays with a flat pick. I play with my fingers. Joe plays in the conventional position about half way between the neck and bridge pickups. I play over the last few frets of the fingerboard. Joe uses heavy strings and low action and plays firmly with authority. I play with light strings and a extremely light touch. The result is that Joe's attack produces more volume than I do, in fact a LOT more volume. None of that makes one player better or worse than the other, just different.
Now someone asks the following question: does a Blackface Princeton have enough clean headroom to get a good clean tone for playing jazz. Because my technique produces a very quiet output, I don't drive the input stage of the amp very hard so my answer is "Yes. I love the sound of BF Princeton". Because Joe's playing produces a much louder signal, he hits the input stage much harder so it breaks up at a much lower volume setting so his answer is "No. A BF Princeton doesn't have enough clean headroom. I'd much rather play through a Twin."
So the answer to the question "does a Blackface Princeton have enough clean headroom to get a good clean tone for playing jazz" is: "It depends on the player". And of course that really means it depends on the player's technique.
This is not theoretical for me. I have gear demos with many thousands of views and a lot of people have bought a lot of gear because they've heard me play it. A lot of them have also sold it later because they didn't sound like me once they played it for a while.