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In 2007, he released his second mixtape, Comeback Season.

Released from his recently founded October's Very Own label, it spawned the single "Replacement Girl", featuring Trey Songz.

The song made Drake become the first ever unsigned Canadian rapper to have his music video featured on BET, with "Replacement Girl" being featured on the channel's "New Joint of the Day" segment on April 30, 2007.

The song also saw Drake sample "Man of the Year" by Brisco, Flo Rida and Lil Wayne, retaining Lil Wayne's verse, and adjoined his own to the song's earlier half.

The mixtape featured Trey Songz and Lupe Fiasco, and included vast production from Canadian producers Boi-1da, and Frank Dukes.