They crossed it definitively, and still unbelievably, to me, when they started showing ads as the first result in App Store search. For a long time searching "ChatGPT" in the AppStore would surface a rip-off clone w/ a lookalike icon as the first result. How many thousands of users inadvertently downloaded the clone, paid for it, and were, basically, victims of a scam, facilitated by Apple? (Now the first result for ChatGPT, Claude, Grok is at least the correct first party ad, though this almost seems like extortion on the part of Apple.)

(Software quality has also fallen off a cliff, though that's more a loss of instutional competence, I think, than active anti-user behavior motivated by avarice.)