As a porter Webster appreciated first hand the injustices levied upon the worker, the excessive work days on the rail, poor pay, burdensome tolls and fees, undue and uneven disciplinary actions against porters and maids, the weeks and months of being on the rail with no time off, the unsafe work conditions, the lack of any workers rights or advocacy, and the overt racism faced day in and day out by fellow porters and maids. While still employed as a porter, Webster decided that a Labor Union was what was needed for black workers and he, with a few others, began organizing. The Pullman company got wind of his actions and began citing him for disciplinary actions, while trying to force him to disband his efforts, quit, or be fired. Milton quit, but continued organizing porters to form a union to advocate for workers rights for Pullman porters and maids. After leaving the railroad, Webster took a job as an assistant bailiff at the Chicago Municipal Court, later working for the Republican Party as a political functionary in that same city. He married Louie Elizabeth Harris of Cassopolis, MI, (daughter of William and Sarah Rebecca Harris) and their union bore three children, Milton Price II, Rebecca Estelle, and Jean all of whom were educated in the Chicago Public School system and secured undergraduate and graduated degrees, respectively. On June 25, 1941, President Franklin D. Roosevelt signed Executive Order 8802, prohibiting racial discrimination in the defense industry and establishing the Fair Employment Practice Committee (FEPC). Roosevelt was pushed into action by head of the BSCP A. Philip Randolph, who had been instrumental in organizing the March on Washington Movement (MOWM), which had planned to demonstrate in the nation's capital later in 1941 unless action to end racial discrimination was taken. Webster, a key organizer of the March on Washington Movement [MOWM] leading its powerful Chicago headquarter, helped MOWM emerged as a national mass movement for jobs and justice for black Americans during World War II. MOWM was part of a multi‐generational struggle of black people working for fair and full employment, better wages, union protection...racial fairness under law, political representation, fair housing, education, health care and other social wages, access to parks and similar public amenities, and urban development policies geared toward black communal preservation – in short, a minimum program for full citizenship and self‐determination.[8]    The National Committee of the March on Washington Movement, expecting that the FEPC would be largely involved with trade union affairs and thus needed an effective and experienced negotiator, selected Milton Webster as their nominee and he was duly appointed to the committee.