[1][3] From 1986 until 2008 Terwilliger was the CEO of Trammell Crow Residential, the largest developer of multi-family housing in the United States.
Since 2013 he has served as non-executive Chairman of Terwilliger Pappas Multifamily Partners which focuses on rental apartment development in the Southeast markets.
[4] In addition to chairing his eponymous housing foundation, Terwilliger was elected as chairman of the board at Enterprise Community Partners, Inc on June 23, 2010.
Terwilliger made a $100 million legacy gift, making it the largest donation from and individual in Habitat for Humanity's history.
His gift of $2 million to the 'I Have A Dream' Foundation will help low income children graduate from high school and attend post-secondary education.
[8] Terwillinger donated $15 million of the $25 million needed to build the Naval Academy's Ron Terwilliger Center for Student-Athletes, "a 25,000-square foot facility that celebrates the history and tradition of Navy athletics while simultaneously serving as a testament to the academy's commitment to the physical development of the entire Brigade of Midshipmen.