Lee Kair

Principal and Head of Security Risk & Resilience, Federal Strategy Practices

Lee Kair is a Principal at The Chertoff Group. In this role, he advises global clients on a broad range of issues including homeland and transportation security, business strategic planning, and capture strategy for Federal contracts.

Lee has 28 years of senior security and acquisition experience at six Federal agencies and departments in operational and acquisition roles. At Lee’s most recent Federal agency, Lee oversaw the 54,000 front-line employees at the Transportation Security Administration (TSA) implementing national domestic security operations as Assistant Administrator for Security Operations as well as Head of Contracting Activity (HCA) responsible for the contracting of TSA’s $2.5B acquisition budget. This provides a unique blend of operational expertise and business acumen to help clients understand business and security strategies.

At The Chertoff Group, Lee understands the nexus between security and business strategy to promote growth. He advises global companies in a wide range of sectors on how to effectively manage risk. Lee also advises companies in security and information technology regarding the best strategies for growth.

Recent Engagements:

  • Advised a leading global technology company regarding Federal acquisition strategy and capture support to successfully win multiple multi-hundred-million-dollar Federal contracts.
  • Provided expertise and advice to an international space company to establish a FOCI mitigated entity and associated facility clearance.
  • Facilitated the creation of a comprehensive corporate strategy for a large IT services company’s entry into the Homeland Security sector.

Key Leadership Positions:

  • Chief of Operations (A), Transportation Security Administration
  • Chief of Mission Support (A), Transportation Security Administration
  • Assistant Administrator for Security Operations, Transportation Security Administration
  • 2-time Federal Security Director (Central Florida and Greater Tampa Bay)
  • Regional Director, Europe/Africa/Middle East and DHS Attaché to Germany, TSA/DHS
  • Assistant Administrator for Acquisition and Head of Contracting Activity, Transportation Security Administration
  • Senior Advisor to the Director of Defense Procurement and Acquisition Policy (Department of Defense)


  • M.S. Government Contract Management, The Airforce Institute of Technology, Wright Patterson AFB
  • B.S. Mechanical Engineering, Florida State University

Let's Talk.

Let's explore ways we can help you manage risk or position for strategic growth.

202.552.5280 | Mon. – Fri. 8:00 AM – 5:00 PM EDT