Game Time: What The Hell Is Mike Fratello Drawing?

Mike Fratello, color commentator for the Brooklyn Nets on YES, is known as the Czar of the Telestrator, which just goes to show anyone can be a Czar of anything. What the shit is going on here?

The Nets played the Raptors Monday, the 27th (and lost, brutally, on a Deron Williams turnover in the final seconds) so we can safely assume Mike is merely circling the date. But the other three are a mess. He does actually go on to explain what the hell he is getting at with each (hint: they are related to the teams/cities on the calendar!) but by the time he's done in Philly it seems like he's more final-moments Rasputin than Czar.

For your benefit, we've created a secondary GIF, with the answers provided.

[YES]