For me it was sometime between the SA Tom Bradby interview and OW.
I thought the "No one has asked if I'm ok" was tone deaf, but felt sorry for her as she was clearly struggling with some degree of PND and with the culture clash of an SoCal American vs the more reserved British culture. We may speak the same language but we are very very different.
I supported them leaving and thought they were doing the right thing, neither were suited to the roles, and with Charles apparently planning a more slimmed down Monarchy, then why do it if you don't want to? Did think they seemed a bit tightly wound and defensive, but overall still supported them. A fair few times I did think "just keep your head down, don't look at the tabloid pish, why let that rile you"? But that's easy for me to say.
The statement about "Service is universal" and "no one owns Royal" was the point I felt they'd gone way too far. It was juvenile, petty and frankly rude.
The OW interview was so full of inaccuracies and verging on slander it felt almost offensive. And so self-indulgent.