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The video for his comedy troupe's collaboration with T-Pain, "I'm on a Boat", had over 56 million views on You Tube, after debuting on February 7, 2009. Another digital short, "Motherlover", also featuring Timberlake, was released on May 10, 2009, to commemorate Mother's Day, and is a sequel of "Dick in a Box"., the cast searches for the best daddy in the 85th Annual Westminster Daddy Show.Samberg starred in Sleater-Kinney's "No Cities to Love" video along with other celebrities such as Fred Armisen, Ellen Page, and Norman Reedus.On May 16, 2016, Samberg and the Lonely Island performed their 2009 hit "I'm on a Boat" with classroom instruments on The Tonight Show Starring Jimmy Fallon.In 2012, Samberg delivered the Class Day speech at Harvard University, and starred with Adam Sandler in That's My Boy and Hotel Transylvania as the main character, Jonathan, a role he reprised for its sequels Hotel Transylvania 2 and Hotel Transylvania 3: Summer Vacation.and led to Samberg winning the Golden Globe Award for Best Actor – Television Series Musical or Comedy in 2014 for his role as Peralta.In September 2005, Samberg joined Saturday Night Live as a featured player along with Schaffer and Taccone as the show's writing staff.
Recently, he co-hosted the 76th Golden Globe Awards with Sandra Oh on January 6, 2019.
The trio began writing for Saturday Night Live in 2005 and released their debut album, Incredibad, in 2009.