KillsocketJust to play devils advocate for the purposes of discussion....
Person A dedicates their life to the art of drawing and has made numerous masterpieces while Person B just happens to be good at drawing while having an ability to also play a musical instrument so they do both.
They both could win the theoretical drawing contest, but if I am buying drawing art, I'm more likely to support Person A. Because I don't care about contests (mass appeal), I want art that isn't bound by creative limits to win contests.
I see what you're trying to get at, but I don't think that this negates my initial point? You could exchange the theoretical drawing contest with any other theoretical scenario where you would have to choose between two artists. But sure, let's go with the "I want to order an artwork" scenario you proposed.
You have $200 and you want to commission an artist. For the purposes of this theoretical scenario, you have a choice between two people:
Person A is all about drawing. They dedicated their life to it, they spend 10 hours each day behind the canvas, they're a master of their craft and for $200 they'll make you a masterpiece that your grandchildren will fight over once you die.
Person B likes to draw in their free time and over the years got pretty good at it. They have a day job and a life outside of this hobby, but if you pay them $200 – sure, they'll sit down and draw you a pretty anime girl with big, uh, personality and a simple background.
In this situation, the answer is pretty simple. Unless for some reason you desperately want that anime girl – you'll commission Person A.
But what if it's a choice between two other people?
Person A is all about drawing. They want to become a professional artist when they grow up, so they're spending every day behind the canvas. They still have a long way to go, but for $200? They'll draw anything. It will look janky, the anatomy will be off, and the composition – weird and flat. They will do their best, but they're self taught and are yet to discover that shadows on the painting look much better if you paint them with colors instead of pure black, so "their best" will objectively be pretty mediocre, especially for your hard earned $200.
Person B likes to draw. They've had lot of different creative hobbies that they've mastered over the years, and once they picked up drawing, they quickly got pretty good at it. They may not be perfect, and they may struggle with unfamiliar concepts (so please don't ask them to draw giant robots!) but they have a solid understanding of human anatomy and color theory, and their curiosity and life experience made them very good at coming up with interesting scenarios and dynamic compositions. For your $200 they'll be willing to do their best, and while the result may not be Louvre-worthy, you will feel happy every time you look at the wall you've hung it on.
In this situation, who will you commission? I'm willing to bet that (unless you're really into giant robots) you will choose Person B.
Because at the end of the day it doesn't matter what got them into drawing. Or how long have they been doing it. Or if they're also good at anything else. What matters is the end result. And that end result will vary wildly from person to person regardless of which category they technically fall into.