Being funny doesn’t cancel out a red flag. It just makes it easier to laugh past.

Charm works like anesthetic on whatever sits underneath it. A funny person can do something that would bother you coming from anybody else, and the laugh arrives before your reaction does, so the thing never gets processed at all. Nothing about the behavior changed, only your response to it. Worth separating, because being funny is a genuine quality and it is not evidence about anything else.

Write down what actually happened, once, with the delivery stripped off. Just the action, in plain words, on a page. If it still reads badly without the joke, you have your answer.