I'm very bullish on electric flight, both eVTOL (Joby, Lillium, etc) and normal planes (Eviation, etc), and these things will revolutionize transit the way we can't quite appreciate. Not only will they displace any notions of HSR in developed places like North America (it is already a non-starter, but too many people still have illusions around it), it'll also connect places with HSR-like transit which would never even be considered for a line. By being able to connect a multitude of smaller cities, it'll allow even more out-migration from cities by people with mobile jobs.
Number one risk is not technological here, it is likely plain old NIMBYism. I'm sure we'll see a set of contradictory and impossible to meet demands done in the name of "safety" but masking plain old greed, selfishness or just being a reactionary.