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Rich grew up on a family farm in East-Central Illinois and funded a portion of his college expenses with a diverse set of jobs in agriculture. Rich began his career in commercial banking with Continental Illinois, which is now part of Bank of America.

After leaving banking, Rich spent most of his career in finance and operating roles in the logistics industry (C.H. Robinson) and four technology companies, including three that were acquired by public companies. He holds a B.S. with Honors in Accounting from the University of Illinois and an M.B.A. from the University of Chicago.