When Ray's free time goes to coaching Nemo's basketball team in preparation for the Pizza League championships, he is reminded by Debra that their kids are growing up fast and he's missing precious time with them.

Ray is devastated when he discovers his family lied to him about his television debut on a sports talk show. When he gets a second chance to appear on the same show, his family decides it's time they gave him some pointers on how to correct his awkwardness with certain words.

Ray suffers an anxiety attack while playing golf, after he tricked Debra into letting him go. Believing that he is sick, Ray goes to see a doctor who tells him that he is properly suffering from stress and that he needs to find a way to relax, such as playing more golf.

When six-foot-tall Raymond discovers that he's shrunk a quarter of an inch, the resultant midlife crisis grows until it turns into an end-of-life crisis. So, before he gets put six feet under, he decides to make a list of his dreams and goals in life.

After Ray asks Debra why she ever married him, they take a walk back in time to the very beginning of it all. Ray is very nervous, he's about to propose to his lovely girlfriend Debra, and nothing is going right. When he finally pops the big question, she accepts, the families celebrates, and all is well, for about five minutes.

While the Barones prepare for a friend's wedding, Ray kiddingly asks Debra, "Why did you marry me?" When she hesitates, he flashes back to the not-so-magical night 10 years prior, when he popped the big question.