Category: Thought Leader

Name: Gary Hayslip

Title: Vice President, Global Chief Information Security Officer (CISO)

Company: Webroot

Why nominated: After building up an innovative security program as San Diego’s CISO, Gary Hayslip has initiated an ambitious and strategic three-year plan for the Webroot where he now serves as global CISO. 

Profile: Hayslip’s more than 20-year career, including advising an impressive range of VIPs in the public and private sectors, has strong roots in the U.S. Navy, where in 2008 as a postgraduate naval school student, he led a team to converge and re-architect five networks into a more efficiently managed one, saving the command more than $2 million in operating costs.

Later, as San Diego’s CISO, he reportedly advised more than 40 departments on how to detect and prevent hacking attacks and developed a security program that included the first-ever partnership with five cyber starters, enabling him to create a SOC to protect the municipality’s new smart city infrastructure two years ahead of schedule.

Further contributions to San Diego include serving as an advisor to several local incubators and assisting new cybersecurity and IoT start-ups within the region. He actively mentors fledgling CISOs and also devotes time to fellow veterans transitioning from active duty to a cybersecurity career.

After moving to Webroot in April 2017, Hayslip implemented a three-year strategic plan to incorporate multiple Webroot solutions, including real-time threat intelligence, artificial intelligence and orchestration solutions to build a cyber-as-a-service security platform for client organizations. 

A noted evangelist for the information security community, Hayslip has also been an advisory board member of the National Technology Security Coalition, a non-profit trade association that advocates or CISOs, since January 2018. Hayslip also authored the “CISO Desk Reference Guide: A Practical Guide for CISOs,” volumes 1 and 2, which are written to help CISOs expand their expertise and scope of knowledge.

What colleagues say: “I met Gary in the course of preparing for IT/cyber consulting in the public/private as I prepare for the transition from Naval Service after 22 years… I am impressed with his ability to provide a holistic view of what it means to be effective and efficient in cyber operations… In many ways, the cyber landscape is still very much the Wild Wild West, and he is genuinely resolved to change that. As a fellow Navy Veteran, I am proud of what he has done advancing the cybersecurity profession. He personifies the value that Veterans, specifically “khaki” leadership, can bring to the boardrooms solving problems and leading change. I look forward to watching Gary excel and learning from him.”

 – Vince Garcia, manager, Deloitte Cyber Risk Services