It was a couple of years ago, just after he had hooked up with a gf, and he was doing weird AMA videos while wearing a smoking jacket. The general gist of the rant was his political beliefs on racism, wokeism, and 'there are only two sexes', it wasn't a full on hate-speech-apoluza, and probably not enough of a red flag for him to continue gaining in popularity.

For me, it coming a little while after Cody going a bit too RWNJ after Kanyon left him, it was enough for me to nope-out of his channel, but I have a very slim tolerance of youtube celebs anyway, I find most of them unbearable.

edit: given the 'My Girlfriend owns a macbook, F my life' video that was posted a week or two after his rants, I'm going to say it must have been 2019.