Kids to need to figure stuff out, but from the small sample size of kids I know who have been drafted in early rounds over the past few years, all have had extensive private coaching. They have also all played a hella lot of baseball, so they have had plenty of opportunity to learn by trial and error.
As for the original question, I think any good hitting instructor will teach approach as well as mechanics, but you should ask.
Elijah, is remote the only option? Seems like your son needs an instructor (or Dad) to drill him on hitting with 2 strikes by encouraging him to widen his strike zone, and throwing pitches way outside where he's going to have to hit them.
