Diligent Investment Group ("DIG") is a private commercial real estate investment firm that specializes in providing creative liquidity solutions to owner-operators of capital-intensive facilities across North America. We function as a private investment sponsor, offering a wide range of opportunities for investors through proprietary transactions that provide our customers customized, flexible and discreet asset financing solutions.

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Founder & President

Matthew C. DiLeo

Prior to starting Diligent Investment Group, Matt DiLeo worked for three years as a Partner at WPM Commercial, a private commercial real estate investment company based in Atlanta, Georgia. At WPM Commercial, DiLeo was focused on all manner of the firm’s private investment sponsorship activities, including: acquisitions, dispositions, asset management, investor relations, marketing and internal operations. DiLeo invested personally alongside WPM Commercial’s limited partners on every acquisition made throughout his three years with the firm, which included cold storage, distribution, land, manufacturing, office and truck terminal properties. Each of these deals, including investments exited and those which continue to be held, yielded or is currently yielding returns to investors in excess of those projected. Prior to joining WPM Commercial, DiLeo spent six years with Stream Realty Partners as an industrial real estate broker in several major U.S. markets, representing tenants and marketing several million square feet of commercial buildings for sale and for lease on behalf of a wide range of private and institutional landlord clients. Throughout his time as a broker, DiLeo was recognized by CoStar as a Power Broker and by the Atlanta Commercial Board of Realtors as a multiple-time Million Dollar Club award recipient and a Member of the Month.

A native of New Orleans, Louisiana, DiLeo graduated from Texas Christian University where he received a Bachelor of Business Administration degree with a Major in Finance and a Minor in Accounting. In 2017 DiLeo will receive a Master of Business Administration degree from Emory University’s Goizueta School of Business.

DiLeo holds a real estate license in Georgia and lives in Atlanta, where he volunteers with Big Brothers Big Sisters of Atlanta and Building Bridges Worldwide.

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