Jon's van breaks down while looking for a "Poor Farm," where rich people go to pretend to be poor for a week each year. While looking for help, Jon's sound guy Nathan is kidnapped. Jon has an hour to raise $10,000 to save Nathan, now without audio to go with the footage. Also includes "Do You Have a Minute?", which features exactly 60 seconds between Jon, New York pedestrians and a microphone, and an interview with a crippled man whose wheelchair guns were taken away after a child stole them and went on a homicidal rampage.

Jon has a violent physical encounter with Jewish motorist on the road that ends with him bitten and becoming an Orthodox "Were-Jew," resulting in Jon waking up confused with a Jewish wife and a new home. Things get worse when, just as he is learning to accept his new life, he is bitten by a homosexual motorist. Also features another "Shame on Me" segment and interview with the founder of a father/baby half Ironman triathlon, and "Switch-A-Roo", in which a rich country child switches places with a rich city child.

While interviewing the mayor of a town famous as a final retreat for those who are considering taking their own lives, Leo is found dead at the bottom of a bridge. Initially assumed just another suicide, a knife in Leo's back indicates foul play. As Jon and the others are suspected of murder they quickly turn on each other, revealing their darkest secrets and attacking each other's character to avoid suspicion. Also includes another "Shame on Me" and a sketch in which Jon helps people more closely resemble their pets.

After ditching work to go on a bender, Jon and the crew claim black Satanists stole the van threw acid on Jon's face. Though Jon's missing van garners sympathy and support from the van loving community as well as taking his fame to new heights, things get complicated when real black Satanists begin to target Jon. Also includes "Consensual," in which Jon attempts to find in various relationships are consensual, and Jon Benjamin's new 911, in which people call Jon so he can call 911 for them.

While doing a story on the dangers of driving while receiving oral sex, Jon runs over an old gypsy woman. Her angry husband bestows the "Curse of the Terrible Episode". Initially incredulous, when he awakes to find he has a wife and young child and soon even switches bodies with him, Jon realizes the curse is real and he must endure every cliche in the book. Also includes Jon's attempt to shoplift from a surveillance shop, and a segment in which Jon examines how families are effected by having babies in comas, "Hang Up on Them!", in which Jon talks to cell phone users in New York and "Reaction Jackson," Jon's escapades with an over-the-top friend.

After visiting a church that believes Jesus Christ smoked a pipe (and Metallica's guitarist owns one of them) Jon takes up smoking. He joins in with a gang of smokers which leads him to fall in love with a woman who speaks only french (and he likes the sound of it). Sadly she is in love with another man and leaves him after a scene in black and white. Also includes: Jon visits a cult leader that has predicted the end of the world as TODAY, even though he has falsely predicted the end of the world 17 times AND new segment: YOU GOT BURNED.