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Jeff Flessner is a graduate of Illinois State University earning a degree in Business Administration with a concentration in Insurance. After graduating, Jeff started his professional career as a sales representative for Lincoln Financial Group. After five years with Lincoln, he went to work for a local insurance brokerage firm and within two years became a Vice President and Partner. In April of 1999, Jeff started Benefit Planning Associates along with 3 other partners and served as President from 1999 through 2012.

Jeff has written articles for local publications related to healthcare and health insurance, as well as given a number of presentations on the subject. Jeff is very active in the Bloomington-Normal area serving on various boards and working with service organizations. Jeff lives in Normal with his wife, Cindy, and has three grown children, two of whom attended HCC. He has served on the HCC Board since being elected in 2013.