U.S. District Judge Richard Leon is tasked with overseeing the Justice Department’s lawsuit to block the merger of AT&T and Time Warner, but it won’t be the first time the judge has handled a mega media merger.

The senior judge at the U.S. District Court for the District of Columbia signed off on another massive vertical merger in 2011: that of Comcast and NBC. Since news broke earlier this month that the DOJ may seek to block AT&T, a service provider, and Time Warner, a content producer, from merging, lawyers and experts have pointed to the success of the Comcast deal as evidence that the DOJ may not be successful in challenging the merger. But six years ago, Leon was skeptical of the government’s conditions for Comcast.

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