The Artist
Biography
After earning an Associate of Arts degree in Music Engineering from Music Tech in Minneapolis, Fleetwood expanded his creative vision across literature, film, music, and community advocacy. He is the author of three published books: Hip Hop Tried 2 Kill Me (a national bestseller), Bloodtest, and Daddy Was Uh Mobsta.
Fleetwood made his directorial debut with I Just Wanna Ball, a documentary chronicling the 2013 Lady Warriors of McClymonds High School in Oakland, California, whose historic championship victory ended a 37-year drought. Beyond basketball, the film highlights the personal struggles and triumphs the young women overcame off the court. In 2015, he released his second documentary, Da Cotton Pickas, an intergenerational exploration of sharecropping, its historical legacy, and its lasting effects on contemporary society. Both films feature powerful original soundtracks written, performed, and produced by Fleetwood himself.
Continuing this impactful body of work, Fleetwood is currently producing the second installment of the Da Cotton Pickas series, Gimmie Reparations. His broader slate of projects also includes a narrative television series inspired by his experiences with The Homeboy Hotline.
Fleetwood’s 2019 documentary project, Zephaniah, centers on fatherhood, personal responsibility, and the transformative bond between a father and his toddler daughter. The film explores the societal and systemic factors contributing to father-child separation while also honoring single mothers for their resilience, sacrifice, and vital role in raising future generations. Through this work, Fleetwood seeks to inspire fathers to reconnect with their children and reclaim their roles within their families.
In music, Fleetwood is the producer behind the group Da Cotton Pickas, whose album Negro Spirituals is available on all major streaming platforms, while also developing a new project titled Enough Is Enough.
After stepping away from the spotlight for several years to prioritize fatherhood, Fleetwood returns in 2025 with his latest documentary, Kings Raising Queens. Set to debut on Father’s Day 2026, the film tells the story of two fathers who meet in a park in Atlanta, Georgia, and explores the strength, responsibility, and impact of intentional fatherhood.
Beyond his creative accomplishments, Fleetwood is deeply committed to community transformation. He serves full-time with All of Us or None, a nonprofit organization based in Oakland, California, dedicated to releasing, reunifying, and restoring the rights of formerly and currently incarcerated people. Through his work in advocacy, storytelling, and public service, Fleetwood continues to be a powerful voice for justice, healing, and social change.
A highly sought-after performance artist, consultant, and motivational speaker, Fleetwood is currently collaborating with communities and organizations in New York, Texas, and Arizona to expand the services of @HomeboyHotline nationwide.
Fleetwood’s work reflects a lifelong commitment to art, activism, and empowerment—using every platform available to uplift his community, challenge injustice, and be a light in places that need it most.
To contact or learn more about Fleetwood:
Fleetwood made his directorial debut with I Just Wanna Ball, a documentary chronicling the 2013 Lady Warriors of McClymonds High School in Oakland, California, whose historic championship victory ended a 37-year drought. Beyond basketball, the film highlights the personal struggles and triumphs the young women overcame off the court. In 2015, he released his second documentary, Da Cotton Pickas, an intergenerational exploration of sharecropping, its historical legacy, and its lasting effects on contemporary society. Both films feature powerful original soundtracks written, performed, and produced by Fleetwood himself.
Continuing this impactful body of work, Fleetwood is currently producing the second installment of the Da Cotton Pickas series, Gimmie Reparations. His broader slate of projects also includes a narrative television series inspired by his experiences with The Homeboy Hotline.
Fleetwood’s 2019 documentary project, Zephaniah, centers on fatherhood, personal responsibility, and the transformative bond between a father and his toddler daughter. The film explores the societal and systemic factors contributing to father-child separation while also honoring single mothers for their resilience, sacrifice, and vital role in raising future generations. Through this work, Fleetwood seeks to inspire fathers to reconnect with their children and reclaim their roles within their families.
In music, Fleetwood is the producer behind the group Da Cotton Pickas, whose album Negro Spirituals is available on all major streaming platforms, while also developing a new project titled Enough Is Enough.
After stepping away from the spotlight for several years to prioritize fatherhood, Fleetwood returns in 2025 with his latest documentary, Kings Raising Queens. Set to debut on Father’s Day 2026, the film tells the story of two fathers who meet in a park in Atlanta, Georgia, and explores the strength, responsibility, and impact of intentional fatherhood.
Beyond his creative accomplishments, Fleetwood is deeply committed to community transformation. He serves full-time with All of Us or None, a nonprofit organization based in Oakland, California, dedicated to releasing, reunifying, and restoring the rights of formerly and currently incarcerated people. Through his work in advocacy, storytelling, and public service, Fleetwood continues to be a powerful voice for justice, healing, and social change.
A highly sought-after performance artist, consultant, and motivational speaker, Fleetwood is currently collaborating with communities and organizations in New York, Texas, and Arizona to expand the services of @HomeboyHotline nationwide.
Fleetwood’s work reflects a lifelong commitment to art, activism, and empowerment—using every platform available to uplift his community, challenge injustice, and be a light in places that need it most.
To contact or learn more about Fleetwood:
Role
Artist & Activist
Based In
San Francisco, CA
Organization
The Homeboy Hotline
Books Published
3 Titles
