A landmark case carefully planned and researched by Hal in order to test the limits of the then-new Civil Rights Act.

Sixteen months after the Civil Rights Act was signed into law, Hal Baron watched administrators riddle it with loopholes. Without immediate and decisive action, he argued, the U.S. would consign the new act to the same ineffective fate as that of Reconstruction legislation. In a 1965 memo to Chicago Urban League director Bill Berry, Baron voices his fears by detailing two Title VI complaints filed in Chicago––one alleging discrimination in public education and the other, discrimination in public housing. The choice of complaints specifically from Chicago was strategic. As Baron explains: “Since the Chicago complaints were among the first to deal with major types of urban segregation that receive Federal aid, and […] the Office of Public Education’s delay in granting funds to the Chicago public schools became a national issue, we feel that the disposition of the Chicago complaints might unfortunately become national precedent.” Baron continues to outline these complaints and explain the various ways in which their dispositions were unfortunate. After glossing the complaint against the Chicago Public Schools, and the way in which it was squashed by Mayor Daley, Hal turns to the adjacent issue of segregated public housing. The intentional segregation of Chicago's public housing was just as obvious as its segregation of public schools.