| Hint | Answer | Episode |
| What is the name of the movie that Tony had success writing? | |
| What is the building that Ted is trying to design shaped like? | |
| What kind of class is the one that Ted originally goes to? | |
| What job does Lily's doppleganger have? | |
| What do Ted and Marshall call the pavement in front of their building? | |
| What kind of jacket do Robin and Barney ridicule Ted for wearing? | |
| What is the name of the over caffeinated beverage Ted and Marshall drink? | |
| In 'Bagpipes' bagpipes are code for the sound of what action? | |
| What Canadian does Lily call in to help breakup Robin and Barney? | |
| During 'The Playbook' what play is Barney running through the episode? | |
| What is the name of the boardgame Lily's dad brings to Thanksgiving? | |
| What article of clothing does Barney challenge himself to get laid while wearing? | |
| What is Robin's new co host's name? | |
| What item does Ted leave in the apartment of his future wife? | |
| What phrase is the drinking game centered around Robin based on? | |
| What Yankee makes a guest appearance in 'The Perfect Week'? | |
| What hobby does Ranjit pick up while waiting for Barney? | |
| What position does Scooter hold at Lily's school? | |
| Who wrote 'Of course you're still single take a look at yourself you dumb slut'? | |
| Who goes with Marshall and Ted to visit Lily in Paris? | |
| Robin walks in on Ted reenacting the final scene from what movie using figurines on his model of the Empire State Building? | |
| In telling the story to his kids what did Ted add to Clint's portrait? | |
| What does Ted do everytime he breaks up with a girl? | |
| Name one of the two items that the gang gets reprimanded for touching at the party | |
| What former SNL star plays the character modeled after Ted in the Wedding Bride? | |
| Where is the job that Robin turns down and Don accepts located? | |
| Who does the woman sitting at the bar reading a book end up marrying? | |
| What is the name of James' father? | |
| What does Lily ask Robin when she knows Robin is lying about getting over Don? | |
| What kind of vehicle does Barney originally plan to use in 'Subway Wars'? | |
| What is the first word out of Barney's mouth everytime he hears about a woman for the first time? | |
| What is the name of Stuart and Claudia's child? | |
| What is Randy's last name? | |
| What did Barney knock down in the Museum of National History when he was a child? | |
| Who is the organist at Madison Square Garden? | |
| What is Zoe's step-daughter's name? | |
| Who does Ted think is going to kill him? | |
| What Christmas movie does the gang plan to see before Ted destroys the gingerbread house? | |
| Where is the laser tag tournament that Barney wants Marshall to go to? | |
| What movie does Marshall's dad suggest the last time he sees Marshall in person? | |
| What is the name of Marshall's brother who pieces it together that Zoe loves Ted? | |