The main problem in math is that the higher level you reach, the fewer experts who exist or are willing to sit down 1:1 and tutor students.
I think an automated teaching system for analysis, writing proofs, number theory, etc is the next step in democratizing mathematics and science and bringing what is now college-level education down to high school.
IMO most college level math isn't difficult, but not missing a step in your understanding along the way to that level and the 'math anxiety' that's introduced along the way is the real hurdle to teaching. It creates a situation where autodidacts are most rewarded, so why don't we use technology to enable more people to become autodidacts?