Callie and George make a big decision. A successor to Chief Webber is named. A man named Jeff Pope arrives. He is looking for his wife and newborn child. Cristina and Burke's wedding day has arrived and so have the interns exam results.

Karen and the gang sets sail on her yacht to scatter Stanley's ashes in the Caribbean while Leo is flying to Guatamala with an attractive co-worker. It's discovered that Lorraine has been stowing on board, which leads to a big fight with Karen. Will and Jack get drunk and pass-out together. The next morning Grace finds Leo's bag with a suggestive letter from his co-worker Danni.

A pregnancy scare has Charlie heading to the doctor for a vasectomy.

Freddy Rumsen strikes out during a pitch meeting with his team; ever-eager Pete seizes a chance to exploit an opportunity at the office; an old friend is the beneficiary of Don's loyalty; Sara Beth proves to be a welcome ally for Betty.

Amanda and Betty are forced to work together for an article called "How I Blew Ten Grand Without Spending a Dime."

Mort Goldman accidentally steps into a time machine and winds up in 1939 Poland in the middle of the Nazi invasion. Brian and Stewie follow him to Nazi Germany in an attempt to save him and bring him back to the present safely.