Back at his apartment, Jerry's parents Morty and Helen sleep over, with Jerry sleeping in Kramer's apartment. He talks about the party and claims that he cannot get the phone number of the woman from Elaine because he does not talk about other women with her; additionally, she is still angry with him. Morty suggests that Jerry "stake out" the woman by waiting outside her office, an idea which Jerry likes. The following day, Jerry and George Costanza perform the stake out, pretending that they are coming to see someone else in the building called "Art Vandalay". They manage to meet the woman, whose name is Vanessa. It also turns out that the man she was with was Vanessa's cousin. The two then decide to go out on a date.
Later that night, Jerry finds out from his mother that Elaine knows about the stake out. On the day of the wedding, Elaine tells Jerry that the reason that she was angry was because it was the first time she saw him flirt with another woman. They decided that they have be able to talk more about their relationships if they wish to remain friends. Elaine then reveals that she has recently met a man using a stake out.
This episode prompted running gags that were used in later episodes. These were the importer-exporter, George's ambitions of becoming an architect and Art Vandalay. The character of Vanessa (named after a woman David once went out with) also reappears in a later episode from the first season, "The Stock Tip".
"The Stake Out" is the first episode to mention the past relationship between Jerry and Elaine. Although it was the third episode to be filmed (after "The Seinfeld Chronicles" and "Male Unbonding"), it was the second episode to be broadcast. The episode order was changed because "The Stake Out" provided more background information about Elaine and her relationship with Jerry. Julia Louis-Dreyfus commented that she liked the script for the episode because it made the character seem human. She also commented on the fact that it was racy due to the mention of a pornography joke.
The opening scene caused some problems because it featured a woman walking off the set and taking one step down to get off it. Gleen Forbes, the set designer thought that this made the show look cheap. The scene in which Jerry and Elaine are in a taxi was filmed in a studio using a black background and moving a fake taxi, due to budget restraints, in a method known as "Poor Man's Process."
This is the first episode to feature Jerry's parents. Only one casting session was performed to find the actors for the roles. Philip Sterling was originally cast to play the role of Morty Seinfeld, but was replaced with Phil Bruns. Bruns was then replaced as well because Seinfeld and David wanted the character to be harsher. As a result, the role was recast and given to Barney Martin. Martin had no idea that another actor had already established the part. In the first draft of the episode, Morty and Helen Seinfeld were only referred to as "Father" and Mother". In a later draft, Morty was called "Leon".
The episode being nominated for a Writers Guild Award in 1991. Holly E. Ordway for DVD Talk Review commented positively on not just this episode, but the whole of the first season saying, "What's not to like about an episode like "The Stakeout," in which (among other things) we are witness to the invention of George's alter ego, Art Vandelay (and his import/export business)? Mary Kay Shilling and Mike Flaherty of Entertainment Weekly also liked the episode but had some doubts, saying it was, "A painfully realistic take on the lovers-to-friends transition that should have been more comically fruitful.
However, some reviews of the episode were critical, both now and at the time. When first broadcast, Matt Roush from USA Today said that the episode was, "Lacking much in the way of attitude, the show seems obsolete and irrelevant. What it boils down to is that Seinfeld is a mayonnaise clown in the world that requires a little horseradish."
Colin Jacobson for DVD Movie Guide criticized the writing, saying, "the show's rather bland. It provides the occasional chuckle, but the characters aren't formed yet, and that makes the program ring false. The ending reconciliation between Jerry and Elaine causes particular problems; it doesn't turn sappy, but it comes too close for Seinfeld.