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https://thebulwark.com/newsletter-issue/the-trump-digital-operation-isnt-trying-to-win-the-election/As Nicholas Grossman wrote yesterday, Trump is entering the Chapter 11 phase of his presidency where the walls are closing in on him and he stops trying to win the election and starts planning the next scheme while making sure that someone else is left with the bill.
My working theory is that Trump's ads are telling us what that next scheme is. He's tying himself more completely to the base of his base so that he can integrate them into Trump TV or Trumpstagram or whatever venture he's planning for January 21, 2020 (2021).
After all, he's got an installed user base of probably 30 million users who he can start milking the minute he's out of office. That puts him halfway to Disney Plus.
You can't win a national election with 30 million people, but you can control a political party with them. And you can make some pretty serious money with from them while you do it.