Brooklyn Nine-Nine: 10 Best Halloween Heist Moments

It may be hard to believe, but after eight seasons, Brooklyn Nine-Nine is done and dusted, seemingly for good. There were some scary moments back in 2018 when it seemed the show would end after season five, but thanks to NBC fans were given a few more years of the legendary show.

Aside from the perfect cast, the relationships both romantic and otherwise between the members of the 99th precinct, and the fact that it was just as funny, if not funnier than the likes of Friends, Parks and Rec, and The Office, there was one more thing that kept fans coming back every year.

Just like The Simpsons and its annual Treehouse of Horror episodes that are without fail a highlight of each season, every year the Nine-Nine squad took part in a Halloween Heist. From a relatively small beginning, each year saw the heist grower bigger and crazier, becoming an unforgettable staple of the show.

Over eight seasons there have been eight heists, each offering incredible moments for just about every member of the squad, and some that aren't just iconic within the realms of the heists themselves, but are some of the greatest in Brooklyn Nine-Nine history.

Over the years, and as will be explored in the further entries of this list, the Halloween Heist gave just about every member of the squad a chance to shine. There were, of course, exceptions. Only two of the main group failed to ever win the heist, namely Norm Scully, and Charles Boyle.

No one would have expected Scully to ever be victorious, but it feels that Charles was cheated as he absolutely deserved a win. Instead, he was typically used as a pawn by the likes of Jake, Holt, and Amy, though one year he had enough.

The reveal of the team he formed was wonderful, and couldn’t have been any more Charles if they’d have tried. After seeing Jake, Holt, and Amy dominate the heist over the years, Boyle recruited two more perennial losers in Terry and Rosa, to make a trio that colourfully dubbed themselves 'The Tramps'.

While it wasn’t to be for this fun threesome, it was wonderful to see Boyle stand up and take charge rather than sit back and be bossed around for a change. He ultimately should have won it all at least once, but at least WhatCulture will celebrate his contributions to the heists of the 99th precinct.