Daring to Struggle, Daring to Win tells the fascinating true story of an individual radical organizer turned independent Chicago city council member, and her forty year struggle for justice in Chicago.
 
Helen Shiller went from radical anti-war activist in Wisconsin, to a member of a collective of white allies of the Black Panther Party in Chicago, to an elected city council person who helped break the back of the racialized opposition to Harold Washington, Chicago's first Black mayor.
 
Shiller participated, when few others did, in the historic fight against the gentrification of a unique economically and racially mixed Chicago community on the Northside. With insight into historic community organizing and political battles in Chicago from the 1970s through 2010, this book details numerous policy fights and conflicts in Chicago during this time, illuminating recurrent political themes and battles that remain relevant to this day.