In a uniquely hilarious odyssey of self-discovery and cultural observation, documentary filmmaker and self-described "anxious New Yorker" John Wilson covertly and obsessively films the lives of his fellow New Yorkers while attempting to give everyday advice on relatable topics. The awkward contradictions of modern life are eased by Wilson’s candid, unpolished commentary. Building upon Wilson’s previously released "how to" short films, each episode takes wildly unexpected turns but is grounded in John's refreshing honesty.

In a uniquely hilarious odyssey of self-discovery and cultural observation, documentary filmmaker and self-described "anxious New Yorker" John Wilson covertly and obsessively films the lives of his fellow New Yorkers while attempting to give everyday advice on relatable topics. The awkward contradictions of modern life are eased by Wilson’s candid, unpolished commentary. Building upon Wilson’s previously released "how to" short films, each episode takes wildly unexpected turns but is grounded in John's refreshing honesty.

Stepping into the late-late slot vacated by David Letterman, Conan O'Brien stars in a show that far outdoes its competition in sheer strangeness. Along with the celebrity interviews and musical numbers typical of late-night talk shows, this program make frequent use of odd walk-on characters and frequent "visits" from celebrity guests.