These contrarian, non-sensical hot takes are easy to write up and they touch a low hanging nerve (either outrage or affirmation).
And they depend on people retweeting about how dumb they are. They wouldn't have a career without those retweets.

Cillizza is especially transparent in how he works. He writes for entertainment, not seriousness.
Whatever will get the most clicks, he will write it. Straight reporting on the election is too competitive. But there's plenty of space for contrarian hot takes.

You think you're calling them out for their nonsense. But you are just doing their bidding