You would/wouldn’t be surprised how many people don’t know history and may not know or understand that, but that’s another issue and also why you have to look a

You would/wouldn’t be surprised how many people don’t know history and may not know or understand that, but that’s another issue and also why you have to look at it in context with the other incidents. Either the guy is regularly unaware of the implications and connotations of his words or he’s using them on purpose as an expression of his prejudice and either would seem to be an issue.