Willie Preston spent formative years in Englewood, Chicago’s South Side, and holds degrees from Chicago State University and Roosevelt University. Early involvement in community service included roles as a local school council member and board member of the Chicagoland YMCA’s early childhood education program. Preston began his career as a union carpenter and later became an organizer for Southsiders Organized for Unity and Liberation (SOUL). He transitioned into the political sphere, serving as a State Senator and Chair of the Black Caucus in the Senate. Throughout his career, Preston has maintained a commitment to community involvement, notably as an organizer for the Grassroots Alliance for Police Accountability.

Willie Preston’s political identity is marked by an unexpected blend of progressive social justice advocacy and pragmatic economic policies. His legislative initiatives, such as banning toxic food additives and expanding union apprenticeships, suggest a commitment to both public health and workers' rights. Preston's community involvement, particularly with organizations like Southsiders Organized for Unity and Liberation (SOUL) and the Grassroots Alliance for Police Accountability, reveals a deep-rooted dedication to local social justice causes. His approach to prisoner rehabilitation, ensuring ex-offenders leave with a state ID and a fair chance at rebuilding their lives, further underscores a nuanced and compassionate stance on criminal justice reform.