Founder & President

Matthew C. DiLeo


Matt DiLeo started and currently runs Diligent Investment Group, with a primary focus on overseeing all manner of the firm’s private investment sponsorship activities, including: acquisitions, dispositions, asset management, capital raising, investor relations and internal operations.

Prior to founding the firm, DiLeo worked for three years as a Partner at a boutique commercial real estate investment company based in Atlanta, Georgia. DiLeo invested personally alongside the firm’s limited partners on every acquisition made throughout that time, aggregating a portfolio including office, distribution, land, manufacturing, cold storage and truck terminal properties with a wide range of risk/return profiles. Each of these deals, including investments exited and those which continue to be held, yielded (or is currently yielding) returns to investors exceeding those projected.

Prior to his most previous role, DiLeo spent six years as a broker in several major markets with Stream Realty Partners, a national commercial real estate services firm based in Dallas, Texas. In addition to coordinating investment sales transactions, DiLeo facilitated hundreds of lease transactions, representing both tenants and institutional landlords. 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. DiLeo also holds a Master of Business Administration degree from Emory University’s Goizueta Business School.

DiLeo lives in Atlanta, Georgia, where he has volunteered with Big Brothers Big Sisters of Atlanta for over five years and has completed several international service trips with Building Bridges Worldwide.



Senior Vice President

Ricky Jones


Ricky Jones serves as Senior Vice President, with a primary focus on acquisition opportunity sourcing. He also leads the firm’s underwriting, marketing, broker and vendor relations and due diligence coordination.

Prior to joining Diligent Investment Group, Jones spent six years as an investment sales broker with Franklin Street Real Estate Services, a national commercial real estate services and insurance firm. Throughout his tenure there, Jones facilitated the underwriting, acquisition and disposition of more than 200 properties on behalf of his clients. Growing an aggregate transaction volume exceeding $550 million, Jones obtained several sales achievement awards in the company’s Atlanta office. Prior to his brokerage experience, Jones worked on Franklin Street’s Property Management team, where he was responsible for 26 retail and multifamily properties throughout the southeast United States.

Jones is a native of Tampa, Florida, and holds a Bachelor of Science in Structural Design from Furman University, where he was also a four-year football letterman.

Jones lives in Atlanta, Georgia, where he volunteers with Big Brothers Big Sister of Atlanta and has completed several international service trips with Care for AIDS.

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Diligent Investment Group is additionally supported by a prestigious board of talented advisors.