It was shot in Canada, mainly in Toronto, Drake's home town. It doesn't feature anyone from Young Money, but has appearances by T-Minus, Noah "40" Shebib, The Weeknd, Boi-1da and Kromatik. The music video was directed by Lamar Taylor and Hyghly Alleyne, both related to The Weeknd's "XO" crew. The Guild Park ruins is where one of the scenes in the music video was filmed. On December 31, 2011, Drake performed on Times Square a Medley of "Headlines" with Make Me Proud and The Motto. On November 20, 2011, Drake sang "Headlines" at the American Music Awards of 2011. On October 15, Drake made his Saturday Night Live debut in an episode hosted by Anna Faris and was set to perform "Headlines" as the musical guest of the week. The first live performance of "Headlines" took place at Caesars Windsor in Windsor, Ontario, Canada on August 4, 2011. "I could've gone with the record that was sort of super radio-friendly, but I really just wanted to talk to the people with the first record." Live performances
I like to make sure that the content is very relevant to right now." Drake also said, "I want people to party to it but at the same time the fans, the people that care about my career, the people that follow me, will hear a message in it." Drake told MTV News in early September that "Headlines" was the perfect tune to launch the project: "I think it's great the purpose of that record was solely to deliver a message", he said. A lot of people pick their single by what's the strongest song. In an interview with Billboard, Drake talked about "Headlines" saying, "By no means is it the best song on my album, it's really just the song for this moment, right now." Drake talked about why he released the song as the first single saying: "I always try to put forth a song with a message. Drake also revealed the name of the single on July 18 when posting the lone word "Headlines" on his Twitter account. On July 18, 2011, Drake told The Invasion Radio Show that he was mixing a new single.
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