Even in a show like Brooklyn Nine-Nine, where almost every character is charming (and obviously a bit strange), Jake Peralta stands out. Part of it, no doubt, stems from the sort of childlike glee that he brings to the show, and part of it also stems from Andy Samberg’s unique brand of charm.

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As charismatic as Jake is, however, and as sympathetic as he can be as a character (there are quite a few moments where the audience is led to feel sorry for him), there have been more than a few times over the seasons where the audience has been encouraged to lose patience with him.

Felt Bad: Getting Framed By Hawkins

Jake goes undercover in jail to hide from a mob boss

One of the worst incidents that Jake has ever faced was being framed by the nefarious and crooked cop Hawkins. As a result of this incident, Jake (and Rosa) were sentenced to prison. The horrors that Jake faces while imprisoned are some of the most visceral that the show has ever depicted. They not only encourage the audience to feel sorry for Jake, but also to understand just how awful conditions in many prisons and the many deprivations prisoners face on a daily basis.

Hated Him: When He Was Being An Idiot About The Mattress

After Jake and Amy start dating, they soon find that they have different values and think about things very differently. To the surprise of almost no one, one of the things that they argue about is a mattress. Jake wants to keep his (despite its obviously filthy condition), while Amy wants to get rid of it. It’s only when Jake sees a similar one sitting in the garbage that he finally acquiesces. Jake is definitely lovable, but sometimes he can be an absolute dunce about the most insignificant of things.

Felt Bad: His Struggles In Florida

Jake and Holt standing outside in Florida on Brooklyn Nine-Nine

Everyone remembers the time that Jake and Holt had to enter witness protection and moved to, of all places, Florida. Needless to say, neither of them respond to their enforced civilian life with anything even remotely resembling grace. Jake, in particular, seems to struggle with not being a cop and, given that the audience has been led to see just how much he enjoys doing police work, is also invited to sympathize with him during what is one of the most trying times in his life.

Hated Him: When He Ditched Boyle For His Old Partner

Jake and Stevie standing together on Brooklyn Nine-Nine

The bond between Jake and Charles Boyle is one of the most endearing in the entire series. Time and again, it’s made clear that the two men genuinely care for one another, and it’s actually rather refreshing to see a male friendship be so openly emotional. There is a moment, however, where Jake sort of throws Charles aside to take up again with his old partner.

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While one might forgive Jake for wanting to reconnect with an old friend, it wasn’t really a great thing to do to leave Charles in the dust so quickly.

Felt Bad: How He Cries Whenever Anyone Says “I’m Proud Of You”

Poor Jake. Though he gives the appearance of always being self-confident and full of himself, the truth is that in many ways he’s still desperately seeking approval. Thus, every time that someone tells him that they’re proud of him, he starts to cry. While some might sneer at such a sign of emotion, to most it will no doubt be a sign that Jake is a genuinely good person just trying to do his best in the world and he’s quite vulnerable.

Hated Him: How He Got Mad At Boyle For Spending More Time With Nikolaj When He First Adopted Him

Brooklyn Nine-Nine Nikolaj

Given the fact that he can’t father children due to an unfortunate accident, Boyle ultimately decides to adopt. The boy, Nikolaj, is one of the cutest kids on television. Unfortunately, Jake doesn’t respond to the bond between Boyle and his new son as well as one might wish. In fact, he gets mad at Boyle for being so willing to spend so much time with his son at the expense of his police work. It’s really not a good look for Jake.

Felt Bad: Every Time Doug Judy Betrays Him

Jake and Doug Judy on Brooklyn 99

Doug Judy is one of the best recurring characters on the entire show. Time and again, he manages to lure Jake into one of his schemes, mostly by preying on Jake’s almost pathological need to be liked and to have friends. It’s precisely Jake’s vulnerability that makes each of Judy’s notorious betrayals all that much harder to bear, for both Jake and the audience. It’s impossible not to feel sorry for someone who so obviously treasures their friendship.

Hated Him: Complaining To Jimmy Brogan About Holt

Jake trash talks Holt to Jimmy.

Very early in the series, Jake does an interview with Jimmy Brogan, a very unpleasant character who relishes tearing down today’s police by comparing them to the men that he knew in an earlier era. Unfortunately, Jake is quite smitten with him and, while drunk, he blurts out some very unflattering commentary about Captain Holt. It’s one of those moments where Jake really lets his mouth get the better of him, and it is one of the few times where he’s very unsympathetic indeed (even if he does eventually make amends).

Felt Bad: His Dad

One of the ongoing threads of the show is Jake’s relationship with his dad. While Jake dearly wants to love and admire the older man, he eventually has to accept that he’s kind of a jerk, who really cares more about his own desires than anything else.

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Watching Jake struggle with that fact, as well as his desire to replace his real dad with Holt as a surrogate, provides some of the most emotionally rewarding parts of the series.

Hated Him: When He Arrested That Guy Without Actual Evidence And The Squad Had To Work All Weekend To Get It

While for the most part Jake is a good cop who knows what he’s doing, there have been a few times when he’s let his ego get in the way of his work as a detective. Arguably one of the most egregious instances of this was when he arrested someone without sufficient evidence, leading to a lot more work for the rest of the squad. It’s a good reminder to Jake that he doesn’t always have to rush in before thinking.

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