Drudge used to be a FREEPER way back in the early days. I read he sold the site awhile back. But I have nothing to back that up except that I’ve read it a few times. Would have made sense he sold it a while back and someone put in the contract he couldn’t say anything (which would retain the value of the people who link to it daily— at least until they realize it is a liberal joke and its hey day is over.)
I read here every time theres a Drudge thread on FR that Drudge has sold the site but nobody ever offers any proof except that it must have been a secret deal.