[Chicago]: Second Ward Times, . First Edition. Rare and fragile campaign flyer for Roscoe Conkling Simmons's failed 1938 run for U.S. Congress, to represent Illinois' 1st District (including most of South-side Chicago). Published and illustrated by Henry Brown, who had been the chief editorial cartoonist for Chicago's leading African-American newspaper, the Defender, from 1928-1935. Roscoe Conkling Simmons (1881-1951), the Tuskegee-educated nephew of Booker T. Washington, was among the most popular African-American political orators of the pre-War period. He remained a staunch Republican, even through the New Deal era when many Blacks switched allegiance to the Democratic Party, and gave the speech seconding Herbert Hoover's nomination at the 1932 Republican Convention -- an unprecedented honor for an African-American politician. He ran twice (unsuccessfully) for political office. This publication not in Danky; OCLC notes three locations for any holdings, with a single holding for the broadside extra (DePaul). Broadsheet, with text and illustrations printed in black on both sides of a single sheet of newsprint, measuring 21" x 14". Recto is a portrait of Simmons above a montage of cartoon-style endorsements of his candidacy; recto opens to two panels, headlined "Give Him A Chance!" and "Voices From the Past." Two old folds smoothed-out, mild toning to extremities, with a few nicks and closed tears along left edge, and a tiny split at the intersection of the center folds; Very Good+.