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If he tends to only pick High School players, I believe him, because High School players take 5 years to develop, and the first couple of built-in draft classes are very bad and most players drafted in the first couple years, even drafted early, will not make the big club. This does represent a problem, and OOTP has had problems with the built-in draft classes for years and I don't know why they don't fix them, but it's a transient problem that goes away after you keep playing, it's not a problem with the development system per se.
I went and looked at the history of my current save, and the only player I drafted and debuted in the first 5 years of the save was a single backup catcher that had been drafted out of college, who debuted as a September callup in 2028. But give it a little more time and it gets better. This last year I debuted 6 self-drafted players, including a starter with the makings of an ace and an outfielder/DH who should be able to hack it as an everyday player (along with the usual mix of optionable relievers and bench utilitymen). So my recommendation is try sticking it out a little longer than 5-6 years and see if it doesn't turn around. My recommendation to the devs is to fix your dang included draft classes already, there's no reason this should still be happening.
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