Bored to Death, The Case of the Beautiful Blackmailer

Series Premiere. A writer places an ad on the Internet offering his unlicensed services as a private investigator.

A woman with a drinking problem hires Jonathan to see if her boyfriend has been cheating.

An ill-advised late-night tryst with a (very) young party girl undermines Jonathan's chance to rewrite a Jim Jarmusch script.

Jonathan falls for the mother of a boy whose skateboard was stolen by a neighbourhood bully.

Jonathan tracks down a Russian chanteuse; George gets in touch with his feminine side.

Jonathan, George and Ray team up to retrieve a damning sex tape for a married man.

Jonathan and Ray investigate a lesbian black-market scheme; George publishes a scathing editorial directed at his rival, Richard Antrem.

In the Season One finale, George, Jonathan and Ray step into the ring for a grudge match against their publishing rivals.