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Work Support Strategies (WSS) is a multiyear, multi-state initiative to implement reforms that help eligible low-income families get and keep a full package of work support benefits, including Medicaid, nutrition assistance (SNAP), and child care assistance. This report describes Illinois' accomplishments and lessons learned during the initiative's first year. In this planning year, the state identified how and where to best align programs to simplify eligibility processes, including an assessment of child care assistance policies and development of a key performance measures report for local office managers. The state designed and piloted a new task-based model to improve benefit field office efficiency.