I think you are talking about Steven Crowder "Change My Mind".
It wasn't the table and chairs setup, they were standing up on a stage.
Hmmm, could be someone else.
I don't remember seeing CK having such a debate on stage.
I vaguely remember a tweet of Charlie's where he was praising Trump for encroaching on another Nation's sovereignty by coercing them to decriminalize homosexuality in some backwater country. It might have literally been Botswana. But that was back in 2019 I think.
does this ring any bells?
It might have been this video (I can't view it, if you still have it, can you repost it?)