I agree with him; these look like "make me look not stupid in casual conversation" lessons, they don't seem to impart a real understanding of history, of these major events and what impact they have on the present world.
Who even remembers operation Market Garden or why it was significant?
Does anyone even know why and how bombing of metropolitan centers even started? Of course not! Easier to say goodies vs baddies and forget the details.
History is already taught without any useful context in school. It's rendered so dry and boring and detached from humanity that I'm surprised ANY learning happens at all.
Khan is doing very high level, very loose connections at the moment which, I'll admit, contain even less information than the school system pulp. However, I'd be interested in seeing how deep he goes with subsequent videos before passing judgment.
I have yet to take a college level history course, so I probably have errors.