I think this is a question of active vs. passive insufficiency. The way that I learned it was in active insufficiency, the muscle is put on a "slack", and Kendall describes it as when a 2-joint muscle cannot generate an effective force when put into a shortened position. An example we used for this is full elbow flexion with full shoulder flexion. Passive insufficiency, according to Kendall, is when the length of the 2-joint muscle is not sufficient to permit normal elongation over both joints simultaneously, like the biceps femoris during knee extension and hip flexion. So this might be what your instructor means when he or she talks about "greatest stretch" and "greatest ease". I would think that in the "greatest ease" (active insufficiency) the muscle is contracted as much as it will go to where it can't produce any more force or contract any further. Hopefully this helped answer your question, and if I'm wrong, someone please correct me!