Oscar Johnson, Jr.
Head of Business and Community Banking Strategies, Wintrust
Oscar Johnson, Jr. is listed as Head of Business and Community Banking Strategies, Wintrust. Oscar spoke at American Banker Small Business Banking 2026 in October 2026 (speaker, “Credit Without Barriers: A Practical Framework for Expanding Small Business Loan Access Without Expanding Risk”).
Compiled from published conference agendas; not yet confirmed by Oscar. Is this you? Claim this profile.
About
Oscar D. Johnson, Jr. joined Wintrust in 2025 and serves as the Executive Vice President of Business and Community Banking which includes oversight of Wintrust’s SBA offering. Prior to Wintrust, Oscar spent 11 years at BMO where he led Business Banking in the U.S. before transitioning to lead Treasury Management Sales in his last role. He served in varying leadership roles prior to BMO at LaSalle Bank, CIBC and Associated Bank. His roles in Financial Services and within the Chicago community have shaped his reputation as an experienced banker, passionate leader, strategic planner and analytical thinker. He currently serves on the boards of UCAN and the Oak Park River Forest Community Foundation. He recently rolled off the boards at the Lincoln Park Zoo, Allies for Community Business and IFF. He’s intentional about providing access to opportunity for those in need and his life’s mission is to serve others in board seats and through mentorship. Oscar is originally from Milwaukee, WI. He’