Your Team @ Hester Insurance Group

Meet Jerry Hester

Jerry W. Hester, II has developed his business through hard work, knowledge, integrity and an emphasis on building long lasting relationships. At Hester Insurance Group, Mr. Hester focuses on creative risk management strategies that assist individuals and families protect and build wealth. Jerry has developed a niche, assisting institutional and individual investors utilize Private Placement Insurance structures.  Mr. Hester is a qualifying member of one of the highly regarded associations in the insurance industry --- the Million Dollar Round Table (MDRT), he is a Chartered Life Underwriter (CLU ®) and  a member of the National Association of Insurance and Financial Advisors (NAIFA).


Mr. Hester is a former Board Member of the University of Illinois Alumni Association Board of Directors (where he is presently on the finance and investment committee). Currently, Jerry is a Board Member for the University of Illinois College of LAS Alumni Association and a Foundation Member for the University of Illinois Foundation.


Mr. Hester received his degree from LAS in Speech Communications from the University of Illinois at Urbana-Champaign in 1997. As a student, Jerry was a star basketball player earning All-Big Ten Honors, as well as a Big Ten Championship and team MVP in 1998 as senior captain. After graduation, Jerry fulfilled his dream of being a professional athlete with a 6 year basketball career playing in Europe on teams from Poland, Israel, England and Serbia. During his time as an athlete, he visited 24 different European countries and learned to speak Polish.

Meet Simone Hester

Simone Hester has cultivated her career in management for over twenty years. Her experience in management has allowed her to work with a wide range of employers from small businesses, a federally funded non-profit and a nationally recognized company. Her approach in management is strongly supported by her focus on organization, computer skills, creativity, diversity and a staunch work ethic. Working as the Managing Director of Hester Insurance Group, she oversees the entire office from web design to financials. To complement the company and better serve Hester Insurance Group’s clientele, she is licensed in both Life and Accident/Health.


Simone received her degree in English Literature from the college of Liberal Arts and Sciences at the University of Illinois Urbana-Champaign in 1995. She was a President’s Award Recipient and scholar from 1990 to 1995. She is also a former Step Up Women’s Network Luminary Circle member. Step Up Women’s Network allowed her the opportunity to mentor young underserved women in the Chicagoland area and network with other professional women.

Simone has a passion for art and photography, she maintains a website and has been featured in online publications and exhibits. Simone currently resides just outside of Chicago, with her husband Jerry and their two children, a daughter, Jordyn and a son, Jerry III.

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© 2019 Hester Insurance Group, LLC  • 708.292.0370 office • 708.292.0374 fax
Hester Insurance Group, LLC and Spearhead Capital, LLC, are not affiliated by ownership.