While Community Action Agencies’ original mission of serving the poor has changed little over the last three decades, government commitments to the poor, the population of poor individuals and families, and women’s economic expectations have changed considerably. This article documents the trends in family structure, women’s employment patterns, and poverty policies in Massachusetts between 1970 and 2000. The increase in poor, single-mother families and poverty policies that emphasize employment present dynamic challenges for Community Action Agencies (and others who serve the poor), but also create some new organizing opportunities.