Maybe it's a cultural thing. Milo is basically an example of British schoolboy humor, and the biggest joke for us, watching it, is that Republicans don't get the joke and take him seriously.
But then, Milo is just riding Trump, and plenty of Republicans take him seriously as well. (Not all, of course. Some have retained their integrity https://goplifer.com/2016/07/22/resignation-letter/ )
The problem is that people who are being taken for a ride obviously don't know they are being taken for a ride, or they wouldn't be. And they definitely don't want to know that: they'll just get angry. So it's much better not to tell them....
