Tbf, Williams is shit and Henderson had no business being our No.1. Saying that I grant you Henderson, totally forgot about it. With regards to Williams, where is he?
I am not a fan of using academy players just for the sake of using academy players. If they are good enough (Greenwood) sure, if they aren't, no need. What I find surprising though, is that in two positions where we lack most (midfield and RB), we have the two best prospects in the academy (Hannibal and Laird), and Ole has not used them at all (Hannibal doesn't even make squad, while Laird is on loan). I would also argue that Tuanzabe should have been here instead of Bailly, but he is on loan. And Gomez was supposed to be the next best after Greenwood, but didn't ever get a chance
I do not know why he has a reputation for playing academy players. It has been Greenwood and to a lesser degree those two you mentioned, but more or less every manager does that. Mourinho integrated Rashford and heavily played McTominay (also a bit Pereira), Moyes had Januzaj, LVG played everyone (and actually is the only manager post SAF who heavily relied on the academy). Nothing wrong with that to be fair, as I said, I am not a fan of playing academy players to prove a point, but neither seems Ole.
At the end of the day, the two main things should be the trophies and the quality of football. EVerything else is just nice to have, but shouldn't play a big part (if any) in the decision of hiring a manager.