Judd Apatow: Escape from Syosset

1Jim Gaffigan: Stick Around for the Pope

Jun 16, 2016

In the Season 8 premiere, Jerry roughs it with Jim Gaffigan in a 1977 Volkswagen Camper Bus, eats pastrami at the 2nd Avenue Deli.

2Margaret Cho: You Can Go Cho Again

Jun 23, 2016

Jerry and pal Margaret Cho grab coffee at LA's Highland Cafe in a 1967 Mazda Cosmo Sport. Next thing we know, he's opening for her at The Stress Factory in New Jersey.

3Judd Apatow: Escape from Syosset

Jun 30, 2016Now viewing

Jerry grabs coffee with writer-director Judd Apatow at the 101 Coffee Shop in Los Angeles. The car: a 1968 Firebird 400 convertible.

4J.B. Smoove: Everybody Respects a Bloody Nose

Jul 7, 2016

Jerry is kaffeeklatsching in L.A. this week with funnyman J.B. Smoove. They’re headed for brew at 10 Speed Coffee in a 1964 Studebaker Avanti.

5Lorne Michaels: Everybody Likes to See the Monkeys

Jul 14, 2016

Jerry convinces comedy genius Lorne Michaels to open up about the show that made him famous. The car: a 1955 Mercedes 300SL Gullwing.

6John Oliver: What Kind of Human Animal Would Do This?

Jul 21, 2016

In the Season 8 finale, Jerry and John Oliver (The Daily Show, Last Week Tonight) go for a coffee and comedy run in a 1959 Triumph TR3.