No idea why he agreed to do this, SAS and Skip are condescending and setting him up to look bad. He's doing better than I would in a similar situation.
They were clearly trying to bait him into a response that they can replay on all of their shows for the rest of the day in that first segment. What do you think they were trying to do with the New England question? You think saying anything about Belechick and the media's favorite team helps Chad get a chance from another team? He's being smart. The rest of the time he's making both and look like fools and comes across much more likeable than both.
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