The show started with Peter mentioning and playing a segment in which Paula Poundstone made a snarky comment about cross-country skiing. This week's Not My Job guest is Jessie Diggins, who won the first Olympic cross-country skiing gold medal for the United States in 2018 at Pyeongchang.

During the introduction of the Not My Job segment, Peter Sagal said "Pyongyang" instead of "Pyeongchang". All three of the choices for the third Not My Job question were correct.

During the Lightning Fill-in-the-Blank segment, Paula Poundstone couldn't think of the name Spotify, but got help from the audience. Roxanne Roberts couldn't completely remember Martin Shkreli's last name but got enough of it correct that Peter accepted it. When Roxanne didn't answer enough questions to win the game, making Luke Burbank the winner, the audience started chanting "Luuuuuuke" with the help of Bill Kurtis.

Peter Sagal kept saying "Alexa" several more times after stating that people get mad at Peter for triggering their Amazon Echo devices by saying "Alexa". Peter then used the name "Echo" instead of "Alexa".

Bill Kurtis accept Tara Clancy's overly specific answer of "running out of Gorgonzola" regarding a question about the Big Cheese Festival running out of cheese.

Until recently, Tom Brady had never eaten a strawberry and Peter Sagal asked Tom how his first strawberry tasted. Tom Brady's answer was bleeped. After Peter had called scoring a goal in football practice, Tom Brady clarified that it's a touchdown in football and a goal in soccer. For the first Not My Job question, Tom Brady initially chose "C" but was urged to change his answer because "C" was a chimpanzee. He changed his answer to "B", which was also not correct. After Peter gave all three choices for the second Not My Job question, the audience started yelling "B", which Tom Brady chose. For the third Not My Job question, Tom Brady asked Mo Rocca for help and Mo's answer was correct.

During the Who's Bill This Time? segment, the topic of the feud between Sarah Jessica Parker and Kim Cattrall was brought up in which Peter Sagal and Amy Dickinson incorrectly pronounced "Cattrall". Rashawn Scott jumped in and corrected them.

After LeVar Burton gave his first response to the second Not My Job question, Peter nudged LeVar to change his answer; in which, he switched it to "C" and was correct.

After Rashawn named the incorrect planet during the Lightning Fill-in-the-Blank segment, Peter said that she only had a 1 in 9 chance of getting it right. Adam Burke later corrected Peter by saying that it would be a 1 in 8 chance, since Pluto is no longer considered a planet.

The Bluff the Listener segment from this Best Of show originally aired on the 2017-01-28 show