About Hewitt Real Estate Partners
Decades of business leadership and hands-on real estate experience—now building a portfolio with purpose, precision, and integrity.
MEET THE Founder & Managing Partner
Brian Hewitt
Brian Hewitt is a seasoned entrepreneur and investor with over 30 years of experience in business ownership and real estate.
In 1996, he founded Group Benefits Ltd., which grew into the largest general insurance agency in Iowa and one of the largest in the Midwest — serving over 80,000 individual clients, 3,500+ employer groups, and 2,500+ brokers and agencies.
After selling the company in 2018, Brian continued working at an executive level with the acquiring firm, Acrisure, and later with Warner Pacific as an executive consultant through 2025. During this time, he also expanded his focus into real estate — leveraging his deep operational expertise and risk management background to acquire and operate investment properties.
Known for his long-term thinking and risk management mindset, Brian brings executive-level leadership and real-world experience to every investment Hewitt REP makes.
MEET THE Partner | Head of Acquisitions & Operations
Brady Hewitt
Brady Hewitt is responsible for sourcing, evaluating, and operating new acquisitions for Hewitt Real Estate Partners.
A graduate of the University of Iowa, Brady holds a degree in Business Management & Leadership with a minor in Risk Management & Insurance.
He also completed a Real Estate Investment and Analysis Certificate from Wharton.
Brady began his career in the insurance general agency space, working as a sales consultant at both Group Benefits Ltd. and Warner Pacific, supporting brokers across health, life, and property insurance.
His early career taught him how to build relationships quickly, operate in high-performance environments, and navigate regulated, customer-facing industries.
