Get the Cyber by Design Deck of 52 in time for the Holidays

Executive Bio


Trippie is a former U.S. Government Senior Executive, cyber security leader and entrepreneur with over 20 years of experience driving revenue in the private sector and delivering innovative results for commercial and government entities. 

Mr. Trippie is the CEO of The Trippie Group LLC, which provides executive consulting services to help companies generate revenue and results in several innovative technology arenas including cyber security/risk management, IT Modernization and Digital Transformation. In this role he has helped companies win more than $2B in federal contracts. He has served as a trusted advisor and board member with several organizations supporting investment decisions, due diligence and strategy.

Mr. Trippie’s extensive cyber security experience spans domestic and international policy development, strategy and operations. For the past 15 years, he has helped organizations develop cyber hunt and incident response procedures, Security Operation Center designs, cyber talent management strategies, risk management, developing High cyber security controls catalogs, designing cyber security maturity models, and leading cyber budget and acquisition development.

Keith previously served as Senior Executive at the Department of Homeland Security (DHS) within the Office of the Chief Information Officer (OCIO), where he successfully created a new division, the Enterprise System Development Office. He led this new venture from a startup to a mature 150-person, $70M+ enterprise organization in 3 years.  

In this role, Mr. Trippie led the design, implementation and management of more than 20 secure enterprise services, serving more than 250,000 users each month. He served as one of the DHS Cyber Security Authorizing Officials and oversaw the development of the DHS High Systems Controls catalog, which served as direct input into the U.S. Government’s FedRamp initiative.

Before this position, Keith served as the Acting Executive Director for the Enterprise Business Management Office (EBMO) within DHS OCIO where he oversaw the department’s $6B IT portfolio, including $100M+ cyber security spend. Keith started his federal career at the Transportation Security Administration (TSA) where he designed, developed and implemented a secure, information-sharing capability within his first year. 

Keith holds numerous awards including the Fed 100 Award, Fierce Government 15, and FedScoop 50 and was actively sought out on the Federal IT Executive speaking circuit. 

He is a graduate of the University of Arkansas and the Harvard Business School Executive Education Program for Leadership Development.