Team

Anthony Dilweg
Anthony founded the firm in 1999 and is a partner in various firm-owned real estate partnerships. He oversees the acquisition, enhancement and disposition strategies on all firm-owned assets, through his guidance of the Investment Committee, as well as the strategic direction of the firm as a member of the Leadership Committee. Anthony graduated from Duke University in 1989. He spent 3 years in the NFL as a quarterback before entering the commercial real estate business as a broker in 1993.

John Weigle
John joined the firm in early 2003 and is responsible for strategic planning and oversight for the firm. He was employed with Faison & Associates, Charlotte, NC, for more than twelve years prior to joining TDC. John serves on the Leadership Committee and the Investment Committee. John is a graduate of the University of South Carolina.

Jeff Benson
Jeff joined the organization in September of 2014 and is responsible for supervising all of the firm’s operations and legal activities. He serves on the Leadership Committee and the Investment Committee. Prior to joining The Dilweg Companies, Jeff practiced law for 21 years in the real estate department of Kilpatrick Townsend & Stockton, where he represented real estate investors, developers, operators and lenders . He received his J.D. from Duke University School of Law. Additionally, Jeff earned his M.A. from Duke University School of Public Policy and his B.A. from Middlebury College.

Drew Cunningham
Drew joined the organization in August of 2016 and is responsible for providing corporate policy, strategic direction, implementing operating plans and overseeing the firm’s Asset Enhancement team. He serves on the Leadership Committee and the Investment Committee. Prior to joining The Dilweg Companies, Cunningham served as Senior Vice President and Head of Real Estate Operations at a public REIT, Columbia Property Trust, where he was responsible for directing the annual operating performance of assets in Columbia’s $5 billion national portfolio. Prior to Columbia, in 2002 Drew founded Parthenon Realty, LLC which was an owner/operator of a $1B portfolio partnered with Apollo Real Estate Advisors. Drew started his commercial real estate career in 1989 with Crocker & Company in Boca Raton, Florida where he eventually became Senior Vice President & Partner. He received B.S. in Business Administration from Villanova University and an M.B.A. in Real Estate Development/Management from Nova University. Drew is in the Villanova University Sports Hall of Fame for Lacrosse.

Michael Eskra
Michael joined the organization in October of 2016 and is responsible for managing the firm’s finance and accounting activities. He serves on the Leadership Committee and the Investment Committee. Prior to joining The Dilweg Companies, Michael worked at several New York based real estate investment groups where he was involved with both debt and equity investing in a variety of asset classes. He received his MBA from New York University and his Bachelor’s and Master’s of Architectural Engineering from the Pennsylvania State University.