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From Soldier to Entrepreneur

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Citrin Cooperman

529 5th Avenue

4th Floor

New York, NY 10017

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In honor of Veterans Day earlier in the month, we wanted to focus our November NYCSA event on an entrepreneurial journey from the military to the private sector. As is widely reported, the transition back to civilian life can be challenging, and support systems for veterans are not always as advertised. On the other hand, many veterans have made successful transitions back into the private sector and are thriving. Among them, Lt. Col. (Ret.) Al DiLeonardo is a great example with a great story to share. Al served for 20 years as an Army intelligence officer, ultimately leading at team within the Joint Special Operations Command (JSOC). When he retired from the Army, Al and his team formed a private company called The HumanGeo, which is now part of a large Canadian public company called MacDonald, Dettwiler and Associates. Join us for Al’s tour of the ups, downs, highs and lows of making the jump from military to civilian life and selling his company three times within two years!

Al Di Leonardo is an experienced intelligence and special operations officer who utilized his military training to successfully found and sell two companies in the private and public marketplaces. He is widely recognized as a subject matter expert in analytical tradecraft.

Al founded HumanGeo, an innovative software and analytics company focused on technical solutions at the intersection of big data, social media, and geo-location intelligence that enables change in the government marketplace. He served as CEO, creating the vision and path to grow the team from a start-up to a recognized technology brand name within the Defense and Intelligence sector. Since its inception in 2011, HumanGeo quickly became synonymous with technical innovation. The company developed the Defense Intelligence Agency’s (DIA) Nerd Brigade and the National Geospatial Intelligence Agency’s (NGA) Rapid Feedback Teams. HumanGeo was routinely recognized as a Virginia Business Best Place to Work. It was named Arlington’s Fastest Growing Company between $5M-$50M and identified as among the Best Places To Work for Millennials.

In 2015, HumanGeo was acquired by the Radiant Group, a 450-person, 5-business unit technology company that supports the Intelligence Community with advanced software solutions and analytics. At Radiant, he served as president overseeing the integration of operational technical capabilities while simultaneously implementing the mission and vision across all five business units, and grew the Radiant’s annual revenue to over $125M. In 2016, Al and Aston Capital architected the sale of The Radiant Group to DigitalGlobe.

After 20 years of combined government experience with concentration in the Intel Community, he retired out of Joint Special Operations Command (JSOC) as a career United States Army Intelligence Officer. Prior to JSOC, Al specialized as a Signals Intelligence Officer and spent almost a decade inside the National Security Agency (NSA). He earned the Bronze Star Medal from U.S. Special Operations Command for his work in Afghanistan and Iraq.

He served as the Director of U.S. Special Operations Command’s first big data analytics and innovation cell named Skope, where he became widely known across the Intel Community for his special operations intel team’s success with geospatial analytics. In his Army career, he served overseas in support of operations in Afghanistan, Iraq, Kuwait, Africa, Korea, and the Balkans.

Al holds a Master’s in Business Administration from Loyola University, and Bachelor of Arts from Fordham University. Al currently serves as a board Councilor at the American Geographical Society, a board member of the Global Special Operations Foundation, and an Advisory Board member for The George Washington University’s Data Analytic Masters program. Originally from Connecticut, Al and his wife Melissa, and their two daughters reside in Arlington, Virginia.


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Citrin Cooperman

529 5th Avenue

4th Floor

New York, NY 10017

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