| 2005 | Joined the cast and writing staff of 'Saturday Night Live,' where he and his Lonely Island collaborators Akiva Schaffer and Jorma Taccone pioneered the SNL Digital Shorts format that redefined the show's comedy for a YouTube generation. |
| 2007 | Won the Emmy Award for Outstanding Original Music and Lyrics for the viral digital short 'Dick in a Box,' co-written with Justin Timberlake, one of SNL's most-shared videos. |
| 2009 | Released The Lonely Island's debut album 'Incredibad' featuring the viral singles 'I'm on a Boat' and 'Jizz in My Pants,' cementing Samberg, Schaffer and Taccone as the architects of digital comedy rap. |
| 2012 | Headlined three films in a single year, starring opposite Adam Sandler in 'That's My Boy,' alongside Rashida Jones in 'Celeste and Jesse Forever,' and voicing a lead role in the Sony animated franchise-starter 'Hotel Transylvania.' |
| 2013 | Took the lead role of Detective Jake Peralta in Fox's workplace comedy 'Brooklyn Nine-Nine,' with creator Michael Schur building the show specifically around his comedic sensibility. |
| 2014 | Won the Golden Globe Award for Best Actor in a Television Series, Musical or Comedy, for his performance in 'Brooklyn Nine-Nine,' and hosted the Emmy Awards the following year. |
| 2020 | 'Palm Springs,' produced by The Lonely Island and co-starring Cristin Milioti, set a Sundance acquisition record when Hulu purchased it, becoming a critically beloved indie comedy hit. |
| 2021 | 'Brooklyn Nine-Nine' concluded with its eighth and final season on NBC, closing eight years as the show's lead and executive producer. |
| 2023 | Voiced Dale in The Lonely Island-produced 'Chip 'n Dale: Rescue Rangers' for Disney+, reuniting with John Mulaney in a meta live-action/animated comedy that became one of the streamer's most-discussed originals. |
| 2023 | Voiced Ben Reilly/Scarlet Spider in Sony's 'Spider-Man: Across the Spider-Verse' and starred alongside Kate Winslet in Ellen Kuras's WWII biographical drama 'Lee,' playing Life magazine photographer David Scherman in his first dramatic leading role. |
| 2024 | Appeared as himself in Jake Johnson's Hulu comedy thriller 'Self Reliance' and announced 'The Robots Go Crazy,' an action-comedy for Amazon MGM directed by Radio Silence and produced through The Lonely Island's Party Over Here company. |