ESPN signed yet another big rights deal, for Monday Night NFL playoff games. But as it racks up mega-deals, questions continue to grow about how long the Worldwide Leader can remain on the shrinking Pay TV bundle before it must fully embrace the direct-to-consumer streaming future.

Sinclair Broadcast Group is making another big bet on sports TV, raising $250 million to finance a streaming service in the 21 markets where it owns cable sports services. The streamer could reshape the online streaming landscape, and add gambling with Sinclair's Bally's ownership.