[Drudge was compromised a long time ago, I doubt he has a choice.]
A simpler explanation? Drudge was never a conservative. He saw a void (of conservative viewpoints on the web) and filled it. Now that Breitbart, the Daily Caller and other conservative media exist, he sees a new niche as a purveyor of headlines for libertines who want low taxes, i.e. RINO never-Trumpers.