Point very high, you mean upwind? Why is this important? My intuition is that one can develop toeside riding skills in small increments, as opposed to a big leap of faith. Specifically, turning on the water while maintaining center of gravity over the mast combined with precision kite turn timing is challenging enough by itself to practice it before anything else. Then, going on the water toeside builds up your comfort with awkward body orientation. After some time, one starts feeling the lift on the wing and progresses to flying with frequent touchdowns. Only then, after one can ride toeside without fear of falling, the upwind angle becomes the next goal.
One more thing: with big kite I can ride slower than with small kite. And slower ride is helpful for those of us who learn at slower pace.