Wyman began his career at the first Community Development Bank in the nation, South Shore Bank in Chicago in 1978 and later as the first Executive Director of the Westside Conservation Corp., a community development corporation in Milwaukee, Wi., that focused on housing counseling and acquiring vacant properties, restoring them and selling the renovated homes to first time home buyers.
In 2001, Wyman became the Director of Housing for the Portland Development Commission and later Deputy Executive Director and Chief Operating Officer.
In 2007 he became the Deputy Director of Tax Allocation Districts (TADs) for the Atlanta Development Authority. I established the city’s first commercial and retail Tax Allocation Districts (TADs) in the city’s older inner city retail corridors. He created the City of Atlanta’s New Market Tax Credit (NMTC) program with a focus on revitalization of the city’s underdeveloped neighborhood retail corridors and the Central Business District.
Wyman spent 14 years at WHEDA as a Senior Director, first as head of the Multifamily Group and later heading the WHEDA’s R&D Group, the Emerging Markets. For eight years, 2011 to 2019, Wyman served as the Executive Director of WHEDA, a multi-billion-dollar state housing authority. Under Wyman’s leadership, WHEDA invested over $2.8 billion in Wisconsin creating over 24,000 units of affordable housing; launched a new program to help over 457 small businesses and farmers; awarded $308 million in New Market Tax Credits that supported 23 developments. In 2012, Wyman unveiled Transform Milwaukee, the initiative that generated more than $750 million of development in Milwaukee’s neighborhoods. In 2014, Wyman collaborated with Milwaukee County to put in place housing policy to support their Continuum of Care. The collaboration, overtime, has resulted in Milwaukee County having the nation’s lowest per capita homeless population.
He is the former President of the Greater Wisconsin Opportunities Fund, New Market Tax Credit investor. In 2016, the Federal Reserve Bank of Chicago appointed Wyman to its Advisory Council on Agriculture, Small Business and Labor. Wyman is also a Senior Fellow at the American Leadership Oregon Forum. He is actively working to build a housing co-op market in MIlwaukee. Wyman serves on the Wells Fargo New Market Tax Credit CDE Advisory Board. Currently, Wyman serves on the Board of the Affordable Housing Institute.