CLIMB USA , INC - Advancing Financial Capability

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30 Nov. 2026 |
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Madison South
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Robert Wynn is a nationally recognized leader in economic development, financial education, and wealth-building whose career spans more than four decades. He is the founder and president of CLIMB USA, Inc. (Communities Learning to Invest and Mobilize for Business), a nonprofit organization advancing financial capability and wealth creation through innovative Community Based Investment Enterprises.
Throughout his career, Mr. Wynn has founded or co-founded several organizations dedicated to expanding economic opportunity, including the Urban Economic Development Association (UEDA), Asset Builders of America, Land Rich, Akamai LLC, and ProSquared LLC.
Before launching CLIMB USA, Mr. Wynn served as Financial Education Officer for the Wisconsin Department of Financial Institutions, where he created pioneering initiatives including Wisconsin's statewide Money Conferences, Millionaires Clubs, the Finance and Investment Challenge Bowl, and the Governor's Summit on Venture Capital. Earlier, as Director of Minority Business Development for the Wisconsin Department of Commerce, he helped establish innovative capital programs that generated more than $80 million in financing for minority-owned businesses.
A Morehead Scholar, Mr. Wynn earned his undergraduate degree from the University of North Carolina and his law degree from the University of Michigan. He has served on the boards of BetterInvesting, the University of North Carolina General Alumni Association, and American Players Theatre, and is the recipient of numerous honors, including BetterInvesting's George Nicholson Lifetime Achievement Award, Wisconsin's Financial Literacy Legacy Award, and the 2026 Wealth Liberator Award.
Mr. Wynn and his wife have lived in Madison for forty of their 43 years of marriage.
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