WoodGreen Community Services, a large multi-service frontline social service agency in Toronto, provides free tax preparation services year-round to people living on low incomes. WoodGreen was interested in designing a novel solution to address the tax filing needs of people who are interested in and capable of filing their own taxes. Specifically, WoodGreen wanted to know...How might we support CVITP clients who have simple tax situations to gain the confidence and skills needed to file their personal income taxes on their own? Prosper Canada and a leading commercial tax preparation software company partnered with WoodGreen, in order to answer this design question.