The music video for the '' Ready '' version of the song , filmed in Drake 's hometown of Toronto , Ontario , was directed by Jake White . An on set video and stills were released on August 12 , 2009 , followed by a preview of the clip on August 27 , 2009 . The full video was released on August 31 , 2009 . The video was nominated for MuchVIBE Hiphop Video of the Year and Cinematographer of the Year the 2010 MuchMusic Video Awards , winning both awards . It ranked at number eight on '' BET : Notarized Top 100 Videos of 2009 '' countdown
2010 MuchMusic Video Awards
2010 MuchMusic Video Awards
Successful (song)