Craig Cummings,co-founder and chairman of RideScout

Learn how Craig Cummings, co-founder and chairman of RideScout, credits the Army to help him build a successful business.


Craig Cummings is the Co-Founder and Chairman of RideScout, the “Kayak” of Ground Transportation. After leaving the military in 2009 to scratch the proverbial entrepreneurial itch, Craig co-founded and served as Chief Operating Officer of BTS to put cellular networks on the battlefield (exited 2011), co-founded APX Labs to build “Terminator Vision” (apx-labs.com), and co-founded BTS Software Solutions to bring disruptive commercial technologies to solve challenging government problems (bts-s2.com).

Prior to transitioning to the private sector in 2009, Craig spent 17 years in the Army, most of that time as an active duty Military Intelligence Officer serving in multiple National Security Agency (NSA) assignments and locations. His last duty assignment with the Army was at the NSA (Ft. Meade, MD) where he was the Operations Officer for the largest Military Intelligence Brigade in the Army with over 1600 Soldiers serving in 27 locations across the United States and 5 countries, to include Iraq and Afghanistan. In 2006-2007, Craig deployed to Afghanistan with the Joint Special Operations Command where he earned the Bronze Star.

During his military career, Craig also served as an Assistant Professor of Political Science in the Department of Social Sciences at West Point, NY, where he also served as the Executive Officer for Colonel (Ret) Jack Jacobs, Medal of Honor Recipient and NBC News Military Analyst.

Craig graduated in the top 2% of his West Point class and later earned his Ph.D. from Columbia University. He was the first-ever Truman Scholarship winner from a Service Academy, a U.S.-Italy Young Leader, a former Term Member with the Council on Foreign Relations, and is a Board member for several of companies.

Craig is married to Lawton Cummings, a former Law Professor and television legal analyst. They have two children, Addison (11) and Cooper (9), and reside in Arlington, VA.

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