Drudge didn’t sell his site.
He just changed his ad sales broker.
He Drudged himself!
So far nobody has backed up this assertion that Drudge sold the site with any evidence. It’s slways, “Oh, it’s a secret deal.” Right.
You would know more than me but from everything I read, it appeared as if he sold it and signed a non-disclosure agreement about it.
From December 2019:"Drudge Report’s twitter bio suggests the site is no longer a US-based site and no longer belongs to Matt Drudge"
https://www.investmentwatchblog.com/who-owns-the-drudge-report-now/