Rob Gregory

About Rob Gregory

Cybersecurity leader with a proven track record of securing critical systems across government and industry. I build enterprise wide security programs that reduce risk, enhance resilience, and align with business goals. As Chief Information Security Officer at Optiv, I lead cyber strategy and security operations across Optiv, Optiv Canada Federal, and Optiv + ClearShark. I joined Optiv to help drive secure digital transformation for clients at scale. My background spans cybersecurity leadership in banking, insurance, government, and the military. I began my career in the U.S. Army, where I led multinational security teams and enforced compliance across thousands of users. Outside of work, I’m a proud husband and father to three daughters. I volunteer with Ducks Unlimited, enjoy traveling with my family, and spend time on hobbies including saltwater aquariums and following KU sports. Let’s connect, especially, if you’re exploring ways to improve your organizations cybersecurity program.

Experience

1. VP, Chief Information Security Officer

   Optiv

   Jul 2025 — Present · Leawood, KS, US

Education

• The University of Kansas

  Master of Business Administration - MBA

  2018 — 2020

• University of Maryland Global Campus

  Bachelor’s Degree, Computer Network Security

  2010 — 2014

• University of Maryland Global Campus

  Master’s Degree, Cybersecurity

  2015 — 2017

Skills

• Microsoft Sql Server
• Juniper Networks Products
• Troubleshooting
• Routers
• Windows Xp
• Technical Support
• Juniper Technologies
• Computer Network Operations
• Ospf
• Information Assurance
• Network Security
• Cisco Technologies
• Leadership
• Cisco Systems Products
• Cyber-Security
• Windows 7
• Security
• Cissp
• Juniper
• Routing
• Sharepoint
• Bgp
• Microsoft Exchange
• Windows Server
• Information Security