Throughout the SeriesEdit
In the Tactical Village, Amy and Teddy met at a voluntary training course to brush up on police codes. The two bonded while studying, and went out on a couple of dates. The relationship ended when Teddy was stationed in Queens.
He and his team scored a perfect run in the weapons training course. They set the record of 18 mins and 41 seconds. Their record was then, beaten by the Nine-Nine squad, who scored 18 mins and 28 seconds.
Teddy and Amy soon rekindle their relationship, dating exclusively for over six months.
In Unsolvable, Amy and Teddy were planning on going on a romantic weekend trip in a cabin at the Berkshires, which include cooking classes and an antique fair. Unfortunately, Amy had forgotten she promised Captain Holt months in advance that she would help with a community outreach program. Teddy tells Amy it's OK and that they can reschedule.
In The Road Trip, Jake invites him on a trip upstate, wanting to surprise Santiago. He ends up making things awkward as Santiago had planned to break up with Teddy, mainly because of his obsession with pilsners, a type of pale lager. Teddy suspects the breakup also might have been related to Jake confessing his feelings for Amy on several occasions.
In The Audit, he is chosen to oversee whether or not the 99 is worth keeping around when Brooklyn plans on shutting down a precinct. Fears over him having hard feelings on his break up with Amy cause her and Jake to suck up to him and his love for Pilsners. At a "Jazz Brunch" he organises between himself, the pair and his own girlfriend, Amy and Jake fake a fight to avoid rubbing their relationship in his face but this leads to him revealing to Amy that he still has feelings for her (in front of his girlfriend) and proposing to her (in front of his girlfriend). She rejects him and the next day he embraces his role as "The most boring man in America" and hands the role of Auditor to Veronica Hopkins. But not before trying another attempt at proposing to Amy.
In Jake & Amy, his team responds to a call about a bomb threat at Jake and Amy's wedding. He said he took to heart Amy's words about him being the most boring man alive. To "level up his cool", Teddy began traveling and eventually joined and soon led the bomb squad. He remained in love with Amy, advised by his therapist to just stop trying to get over her. Teddy again tries and fails multiple times to win Amy back.
The bomb was eventually found when Charles Boyle volunteered to squeeze into the last vent not inspected in the building, and his team went on to do their work, forcing the couple to give up on having the wedding at the original venue. He later attended their wedding at the precinct and brought his squad's bomb disposal robot to serve as the ring-bearer, to Jake's extreme delight, and left, but not before lightheartedly trying to object to the union.
In Ransom, Amy and Rosa run into Teddy at the store, and find out that he is also competing in the contest to win the Snoog, a high-tech stroller. When Amy asks him if he is going to propose to her again, Teddy tells her that he has gotten married. Amy learns that pregnant women are not allowed to compete in the competition for the stroller, due to an unknown incident the previous year, so Rosa steps in and competes in her place. Over the course of the next twenty hours, Teddy proceeds to bore the other competitors so much that they voluntarily bow out of the competition, leaving only himself and Rosa. Rosa, who hasn't slept in over 70 hours, absentmindedly takes her hands off the stroller, to cover her ears so as to not hear another boring story from Teddy, which makes Teddy the winner of the competition and the Snoog. Teddy offers the Snoog to Amy, on the condition that he marries her. Amy promptly refuses.
Amy is Teddy’s ex-girlfriend. She broke up with him due to her feeling for Jake Peralta after he confessed that he had romantic feelings for her before and after going undercover. This caused Amy to be confused, resulting in their relationship getting “out of sync.” She and Teddy broke up in the episode “The Road Trip.” Since then, Teddy has not gotten over Amy and continues to propose to her, despite Amy’s repeated rejections.
- Main article: Pilsners
When Amy was dating Teddy, his love of pilsners was a running gag throughout the series. It is eventually a large part of the reason Amy broke up with him.
- He has implied that he has a shrine of Amy.
- In The Audit, it is revealed that his favorite soda is Diet Ginger Ale.
- In The Audit, it is implied by Jake Peralta that his penis was misshapen.
- Amy revealed that Contacts is his favorite app.
- It is revealed in Ransom that Teddy has proposed to Amy multiple times since her marriage to Jake.
- Teddy always keeps his phone on the table as he fears the radiation will harm/affect his testicles.