Suicidal poet Archy tries to end his life by jumping off a bridge, but awakens to find he has assumed the life of a cockroach and has become a part of a community of creatures living in a newspaper office. He also discovers that he can still write poetry, using a typewriter, and begins to enjoy his new life. Archy develops deep feelings for the lovely but self-destructive cat Mehitabel, but will have to fight to win her from bad-boy tomcat Bill.

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.