The "Dear Mama" music video was directed by Calvin Caday while 2Pac was incarcerated; thus, a Tupac look-alike had to be used for certain moments in the video. Afeni Shakur was also featured, shown flipping through pages of a photo album containing pictures of a younger Tupac. The video also shows snippets of articles relating to the Black Panthers, alluding to her past history as a member of this political organization.