Simon is a founding member of the Minnesota Freedom Fund. He was drawn to the work by an interest in fighting predatory financial practices, criminal justice reform, and anti-racist organizing. He has an enduring interest in finding ways to transition communities away from conventional profit driven economies toward systems that are based on solidarity. Simon is a graduate of the Humphrey School of Public Affairs and the Carlson School of Management with degrees in Public Policy and Business Management. Simon has previously worked with community organizations in Central America, educating youth in the outdoors, writing policy reports, and performing program evaluation.