I found it interesting that Milo was trying to defend Trump during his appearance on the Timcast. Admitting that Trump was in a slump but still claiming he was a "once in a generation charismatic authority"[1]. The absolute 180 makes me think the Trump-Kanye-Milo-Nick dinner was actually rather dramatic.

[1] https://www.youtube.com/watch?v=Os1I0OvlqdA