Along the way he lovingly mocks rednecks, harangues Dick Clark, and makes a complete pillick of Charlton Heston, who as spokesman for the NRA ("out of my cold dead hands!" he keeps saying as he opens their meetings) resembles no one more than that other famous actor/puppet/statesman, Ronald Reagan
Is a contraction of the words pill and Chillicothe. Chillicothe is a small city that sits in the scioto valley in south-central Ohio. The highway that goes thru the city is a well known drug trafficking route, linking Columbus and parts of Kentucky. The rapid increased abuse of pills in the region, starting in the late 1990's, is what led to the nickname.
12 step recovery jargon referring to someone new who talks about how great life is, now that they'resober. Usually meaning that the person is out of touch with reality.
The new guy seems pretty happy for a dude who has no job, no money and no family. He must be on a pink cloud.