The recent HEY example is where I checked out. Calling Apple a bully is fair, but DHH definitely set out to antagonize Apple, baiting the rejection and whining about it. An "everybody sucks here" situation.
I've been rejected on the App Store, only to have a discussion over email with the reviewers and come to an understanding that with minimal work resulted in approval. I've read many instances of this. Those discussions require good faith, going in and assuming bad intent or gaslighting the other party with regards to their motivations will go nowhere.
From his public persona, I have little confidence that DHH can play the necessary part in those discussions, and therefore I assume that he gets worse overall outcomes and his experiences are therefore not representative or useful to most.