It breaks down like this: The more skilled you are, the more practice you’ve put in, the more experience you have, the better you can compare yourself to others. As you strive to improve, you begin to better understand where you need work. You start to see the complexity and nuance; you discover masters of your craft and compare yourself to them and see where you are lacking. On the other hand, the less skilled you are, the less practice you’ve put in, and the fewer experiences you have, the worse you are at comparing yourself to others on certain tasks.