As Andre Braugher and Andy Samberg worked together on "Brooklyn Nine-Nine," their respect for each other's skills and talents was clear. In an interview with Entertainment Weekly, Samberg talked about how his job was made easier by working with Braugher. "It's easy to make lines funny when you're playing them to Andre," he said.

Samberg described his comedy style to Entertainment Weekly as coming from both annoying and entertaining his older sisters as a kid: "bouncing around in a circle like a little yipping dog and [...] thinking of different ways to say the same thing over and over again until they finally laugh." Doing that with Braugher, who played the stoic and unflappable Captain Raymond Holt, brought out another level in Samberg's comedy. But that wasn't the way that Braugher typically worked. Actor and comedian Ray Romano explained Braugher to The New York Times as "like Superman, and improv is his Kryptonite."

While some perhaps more insecure actors wouldn't be able to work well with someone whose acting style was so different, Braugher instead took his collaboration with Samberg as an opportunity. He explained what it was like working with Samberg during a red-carpet interview at the 2015 Emmys, which Samberg was hosting. "He's a real pleasure," Braugher said. "He's very smart. [...] He understands not only the art of comedy but the art of filming comedy. And I learn so much by watching him."