The Adam Friedland Show CHANCE THE RAPPER Talks Chicago, Mixtapes and Mentors
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Oct 31, 2025 Chance the Rapper, Grammy-winning artist and activist from Chicago, shares insights on his upbringing and musical journey. He discusses the impact of his family’s activism and his early artistic influences, including encounters with Obama. The conversation touches on mentorship from figures like Dave Chappelle and Brother Mike, as well as his new album Starline, addressing themes of Black entrepreneurship and cannabis inequities. Chance also reflects on Kanye's influence and the evolution of the Chicago rap scene.
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Politically Active Family Shaped Him
- Chance describes his family’s political roots, with his grandmother organizing and his dad working for Chicago mayors and Barack Obama.
- He credits that upbringing for early exposure to activism and community work.
Albums As Yearbook Photos
- Dave Chappelle taught Chance the value of self-determination and treating albums as 'yearbook photos.'
- Albums capture who you are at a moment, so document yourself honestly across time.
Walk Away To Keep Your Power
- Chappelle’s 'take your ball and go home' lesson teaches withdrawing when systems turn unfair.
- Preserve your independence by stepping away until conditions respect your value.