Herbert J. Stapleton, III

Partner

Herb is a nationally recognized cybersecurity executive and former senior leader with the Federal Bureau of Investigation (FBI), who brings over 20 years of federal law enforcement and cyber operations experience to his legal practice. His practice focuses on cybersecurity strategy, data privacy compliance, white collar defense, and government investigations. As a seasoned investigator and executive, Herb offers clients unparalleled insight into the rapidly changing landscape of cybersecurity, data privacy, and complex government investigations. His intimate understanding of emerging threats and the regulatory environment makes him a trusted advisor to corporations and clients navigating today’s complex risk environment.

Most recently, Herb served as Special Agent in Charge of the FBI’s Indianapolis Field Office, where he led high-impact investigations that spanned cybercrime, national security, and public corruption. He has previously held several senior leadership roles at FBI headquarters in Washington, D.C., that involved the oversight of national programs targeting cyber threats and the management of multidisciplinary teams engaged in some of the country’s most sensitive and high-profile investigations.

Herb has helped victims navigate some of the most significant cyber breaches in U.S. history. His deep understanding of threat actors—ranging from hostile nation-states to sophisticated criminal enterprises—and operational experience provides his clients with strategic guidance and clarity of the highest level. His experience includes high-level cybersecurity strategy, data privacy compliance, and critical incident response.

Herb began his legal career at Huddleston Bolen LLP, one of Huntington, West Virginia’s oldest law firms, which merged with Dinsmore in 2015.

Herb is a father of four, an avid golfer, and a music lover who plays multiple instruments in church ensembles or jam sessions with friends.

Credentials

Education

Carnegie Mellon University (2020)

  • Certificate, Chief Information Security Officer

University of Kentucky College of Law (J.D., 2000)

Centre College (B.A., 1997)

  • English and Religion

Bar admissions

  • West Virginia
  • Ohio — (Certified to Practice Pending Admission)

Distinctions

  • GIAC Information Security Professional (GISP)

Publications
  • August 25, 2025

    Making Your Business Cyber Secure

  • July 25, 2025

    Recent OCR Settlements Emphasize the Need for Thorough HIPAA Risk Analysis

News
  • May 20, 2025

    Former FBI Executive and Cybersecurity Leader Herbert Stapleton Joins Dinsmore’s National Corporate Practice

Events
  • April 24, 2023

    2023 RSA Conference: Face the Music: Cyber threats to the Music Industry

  • March 23, 2021

    2021 Merchant Risk Council Annual Conference: Managing Cyber Risk through Partnership