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> a developer new to the codebase didn't realize that he was removing a workaround to yet-another-Apple-bug.

Isn't this what code comments should be good for preventing?

This is literally what the OP has acknowledged was an issue:

> I should have caught it, and I take responsibility for it, and probably workarounds need more comments so this doesn't happen

The author did address this later on, saying he was sorry for not adding a comment.

Anyway, no software development process is perfect, but sure the Apple ecosystem make everything worse.