I've noticed that comparing oneself with others is never helpful, especially in spiritual matters.
Comparison come in lots of packages. The most obvious is, "I'm better (more enlightened, have a better spiritual path, etc.) than you." But just as unhelpful, though it disguises itself as humility sometimes, is "You are better (more enlightened, etc.) than I am. If I were more like you, I'd be a better person."
In fact, the second kind of comparison can be more insidious because something in us often reacts to our putting ourselves down this way, and we end up with a projection that looks something like, "That person thinks s/he is so much more enlightened than everyone else!"
Comparing ourselves to a beloved spiritual teacher is even more tricky -- just because it is so natural to do this. It seems that if we could just have the experiences our teacher has had, we would be just as enlightened. So we often ask the wrong questions of him or her. "How did that experience of illumination come about?" "How did you learn to live in the eternal present?" We want cues -- a road map. And if our teacher claims to have followed a road map that doesn't feel like the right one for us -- or doesn't feel like one it is possible for us to follow, it can be distressing. But it can also turn into the teaching we really need.
I remember once one of my teachers was saying that this, that, and the other was true. (I don't remember the details anymore.) I finally raised my hand in exasperation and said, "That doesn't seem right to me."
She replied, "Well, what's the problem?"
It was obvious to me what the problem was: here was a teacher who was the embodiment of what I wanted, but what she was saying seemed wrong.
My teacher kept probing: "Why do you think you have to see things as your teachers see them?"
"Well, they are enlightened, and if I want to be enlightened, then it seems I need to learn to have their view."
"But you see things as you see them and therein lies the enlightenment."
And so it was.