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 Reports 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/
Drudge changed ad brokers, That’s all.