Through compelling interviews and heart-rending personal stories, the documentary sheds light on the challenges faced by Milwaukee, considered one of the worst places to raise a black child in America.

High black male incarceration rates and family poverty further contribute to the community's struggles. Rogers delves deep into the root causes of these issues, hoping to spark a conversation and create awareness about the urgent need for change.

"Milwaukee in Pain" is a sincere and raw exploration of a community grappling with adversity and a testament to resilience and hope. Theophilus Rogers' journey of self-discovery and dedication to his hometown reveals the strength of unity and the potential for transformation.