Stella says yes to Ted's marriage proposal but Marshall is worried that they don't know enough about each other. He and Ted hatch a plan to put their compatiblity to the test. Meanwhile, Barney admits to Lily that he's in love with Robin and she tries to help him win her over.
Marshall takes the gang on a hunt through the city for the first burger place he ever ate at in New York with the best burgers in the city. He also accepts a job at a bank with Barney.
After inviting the gang to Stella's apartment in New Jersey, Ted tries to sell them on the perks of living in the suburbs until he learns that she expects him to move there after they're married. Meanwhile, Robin quits her job thinking that she already has another lined up. The job turns out to be an interview but she winds up with a new job as a foreign correspondent in Japan.
When Ted discovers that the gang ditched their plans to stage an intervention for his engagement to Stella, he is adamant that they go through with it anyway.
After Stella and Ted make the spontaneous decision to get married in three days, the presence of their exes destroys what was to be the "happiest day of their lives." Robin begs Ted to reconsider marrying Stella but Stella ends up running off with her ex. Barney's plan to bed Robin again is dashed by Stella's agressive sister and his own nature.
While out for dinner with the gang, Ted runs into Stella, prompting each of them to think about how they would handle bumping into someone they'd rather forget.
When Lily and Marshall contemplate making the life-changing decision to have a baby, Lily turns to Ted and Robin for advice and their very different points of view on the issue. In protest of the decision, Barney creates a new holiday for men who are not fathers.
When Lily invites Robin out with her and a girlfreind, they discover she's a "Woo Girl," a single girl who like to go out and party and be obnoxious. Meanwhile, Ted pitches Barney a design for his company's new headquarters.
After Ted walks into the apartment to find Robin's date sitting on the couch in the buff, the gang realizes this method might be the easiest way to get their dates into bed with them.
Ted tries to prove he's not pathetic for getting left at the altar and Barney tries to impress Robin, who thinks fighting is sexy, by fighting with patrons who are sitting in their favorite booth.
Ted turns into an overprotective, older brother by going out of his way to keep his sister out of trouble when she comes to visit him in New York. Meanwhile, Marshall and Robin bond when he introduces her to a Minnesota themed bar.
When Ted and Robin become "friends with benefits" to deal with conflicts they're having around the apartment, Barney tries to resolve the issues so they'll stop hooking up. Meanwhile, "reality" stars get too real for Marshall when they taunt him from the pages of his magazine.
When A blizzard shuts down the city, Marshall and Lily try to continue their longstanding airport reunion tradition while Ted and Barney volunteer to keep MacLaren's open so they can meet up with some college girls.
When Robin realizes that she only has four days to get a job or she will be deported back to Canada, she agrees to let Barney produce a video resume for her.
When the gang suspects that Barney has a girlfriend after he mysteriously leaves MacLaren's, they decide to follow him. They learn that he is visiting his mother and he's hired actors to play his wife and son to put on an act for his mother.
When Lily and Marshall hear that Ted's college girlfriend, Karen, has moved to New York City, they finally reveal how much they hated her.
When Karen finds another woman's earring in Ted's bed, he discovers that Lily planted it there on purpose, and that she secretly meddled in some of his previous relationships as well.
When Goliath National Bank cancels plans to build their new headquarters that Ted was hired to design, Barney and Marshall concoct an elaborate lie to keep Ted from knowing he is out of a job.
When Barney hears that Ted has made a list of things he feels the gang is too old to do, he attempts to complete every task on the list within 24 hours to prove Ted wrong.
When Ted loses his job and decides to form his own architectural firm out of his apartment, he hires an intern to help get his company off the ground, but the intern gets too close for comfort with some of Ted's friends.
Barney and Marshall switch the phone number of a new woman that Ted met in his phone so when Ted texts her the texts actually go to Barney. Robin clues Ted in and he turns the joke back on them.
After Ted runs into an old flame, he talks to his future kids about how being in the right place at the right time can impact a person's life. Meanwhile, Barney celebrates his 200th female conquest.
When an old acquaintance who feels he's ruined Ted's life insists on helping him find a job, the act of kindness backfires. Meanwhile, Barney tries to prove he can talk his way out of a speeding ticket.
When Ted pulls an all-nighter working on a pitch in an attempt to bring business to his fledgling architecture firm, Marshall tries to lure him to the roof for a surprise 31st birthday party.
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