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Meet Our Team


Malcolm Webb was introduced to investing by his great grandfather, William M. Gilker (1880-1967), a retired engineer with AT&T who purchased shares of the Republic of Texas Corporation for Webb a few days after his birth. Webb began his investment career by initially calculating his net worth by looking up the stock prices of these and other stocks in the Wall Street Journal when he was about 7 years old. After graduating from Indiana University in 1989 with a degree in Economics and a minor in History, Webb accepted a long-term internship at the United States Trust Company of New York as an Account Assistant in the bank’s investments department, which managed private wealth for individuals, mostly from old-money families in New York City.

Returning to Indiana the following fall, Webb spent eight years in public policy in government relations positions at the Indiana General Assembly, the last six of them as Assistant Director for State Relations at Indiana University. In 1998 Webb was pulled back into the investment world as a stockbroker at J.J.B. Hilliard, W.L. Lyons, a Louisville-based regional brokerage, where he worked for five years before launching his own company, known today as Malcolm Webb Wealth Management. 

Born in Bloomington and raised by his parents, Charles and Kenda Webb, among numerous colorful personalities at the IU Jacobs School of Music, Webb’s involvement in the local community includes five years of service on the Monroe County Animal Management Commission and more than a decade on the City of Bloomington Economic Development Commission. He holds or has held assignments at all five echelons of the Civil Air Patrol, the auxiliary of the US Air Force, whose local squadron hosts a leadership and education program for youth ages 12-18. An instrument-rated pilot, Malcolm also serves as a search-and-rescue air crew member in Civil Air Patrol. He is a member of the First Methodist Church and the Indiana University Alumni Association. He has volunteered for the USA International Harp Competition, and enjoys reading books to kindergarteners through the MCCSC Foundation’s Real Men Read program.





Jennifer Smith is currently the Executive Assistant for Malcolm Webb Wealth Management. She was born and raised in Bloomington, having recently moved back after living for a few years in Michigan. She went to both Bloomington High School South and Edgewood Highschool. She is a proud graduate of Indiana State University who loves to spend time outdoors, reading, and wrangling her beloved 14-year-old Weimaraner, Kingston.