Ryan Holland
Owner and Founding Member
Email: Ryan@CRHolland.com Phone: (618) 670-9887
Ryan Holland is a founding member of CR Holland and oversees the company’s operations, including finance, strategic planning, employee management, and business development. A graduate of Southern Illinois University Edwardsville with a degree in Economics and Finance, Ryan brings a strong analytical approach to real estate and development.
He specializes in building detailed financial models that assess project feasibility by integrating development costs, revenue projections, operating expenses, and funding strategies. Ryan has helped secure over $150 million in financing through conventional, HUD, life company, and university-backed structures.
In 2009, he collaborated with Stinson Morrison LLP to help draft Illinois Sales Tax and Revenue Bond (STAR) legislation. He later co-founded Millennium Destination Development, the master developer behind a $300+ million, 720-acre mixed-use STAR bond district in Marion, Illinois. This project is projected to generate more than 2,000 jobs and $650 million in annual economic impact.
Ryan launched CR Holland’s residential construction division in 2010 and the property management division in 2016—now managing over 400 HUD-approved residential units across Downstate Illinois. He also has extensive experience in apartment sales, having sold more than 1,000 units statewide.
Licensed in Illinois, Ryan has deep expertise in property and construction management, budgeting, land acquisition, staffing, government approvals, and contract negotiation. He is an active member of IAAPA, ICSC, RASI, the Illinois Association of Realtors, and the National Association of Realtors.
Outside of work, Ryan enjoys time with his wife, twin boys, and two stepchildren.