By now he should know how to lead well. But here's a question. Does he move his front and rear when you ask him to? Back and move sideways when you ask him? I'm reluctant on asking you to have a crop with you but its about the only thing I can think of to use as a aid in getting him to be at your shoulder. Start out at his shoulder, ask him to walk before you do. Give him a tug on the lead and say walk. If he doesn't respond, stay facing the way you want to go and put the crop behind you and lightly tap his shoulder and say walk. Try not to walk before he does. If he still doesn't respond tap a little harder and keep tapping until you get movement. His first instinct will be to move sideways away from the pressure of the crop but use the lead to pull him straight. The first sign of forward movement, stop tapping instantly. Keep repeating until he starts to recognize when you say walk and tug a bit that he begins walking forward a little before you.
Eventually he will know when he is to begin walking. I will say that he may not be ready in two weeks. He is young and some horses take more time than others. Getting frustrated and upset at him will not help. Not saying you do this but with the time restraint you have may make you get this way. Even if he isn't perfect with this, still take him as the exposure of showing him with other horses is very good for him and you.
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