Security Leadership and Management

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Security magazine launched its inaugural Top Cybersecurity Leaders program for 2021. Security partnered with (ISC)², the world’s leading cybersecurity professional organization, to find enterprise information security executives who have made and continue to make significant contributions in the cybersecurity space to their organizations and the security profession. 

Security magazine is pleased to present our inaugural Top Cybersecurity Leaders for 2021. Security partnered with (ISC)², the world’s leading cybersecurity professional organization, to find enterprise information security executives who have made and continue to make significant contributions in the cybersecurity space to their organizations and the security profession. They were nominated by their colleagues and associates, and were chosen based upon their leadership qualities and the overall positive impact that their cybersecurity projects, programs or departments have had on their shareholders, organizations, colleagues and the general public.

Someone of a cynical persuasion may think it was only a matter of time until ‘outsourcing’ came to the cybercrime business. While this inevitability may be debatable, the early success of the model certainly isn’t.

While Ira Winkler’s tenure as CISO within Skyline Tech Solutions has been short, he has made a significant impact. In October 2020, he took over a security department that lacked leadership, as it grew organically out of a successful network and IT services operations.

Spencer Wilcox first started his career in cybersecurity while in law enforcement in the Commonwealth of Virginia. With training in computer forensics and cyber investigations from the Federal Bureau of Investigation (FBI), Wilcox transitioned to the energy industry at Constellation Energy as a DFIR (Digital Forensics and Incident Response) investigator and has held positions in cyber and physical security leadership ever since.

At Safelite Group, an American provider of vehicle glass repair, replacement and recalibration services, headquartered in Columbus, Ohio, Grant Sewell has built the security team from the ground up.

As Director of Information Security responsible for cybersecurity strategy, engagement and architecture at Starbucks, Shawn Harris leads a team of 10 security professionals comprised of principal level architects, security program and management professionals.

As the Global Chief Auditor for Technology at Citi, Theresa Grafenstine oversees a staff of approximately 250 technology auditors – all of whom are required to incorporate a standardized testing program that covers basic principles of information security. Grafenstine also manages a team of more than 30 auditors who specialize in cybersecurity and conduct technical cyber reviews of Citi’s systems globally.

Heather Gantt-Evans was recently appointed the Chief Information Security Officer (CISO) at SailPoint. Previously, she was Senior Director of Security Operations and Cyber Resilience at the Home Depot, where she was responsible for leading security engineering, application security, vulnerability management, network security and the security operations center.

Since joining Chipotle in 2019, Dave Estlick has had a significant impact in the company’s cybersecurity posture. Upon starting his new role, he initiated a period of discovery, taking inventory of the brand’s infrastructure. He saw an opportunity to drive significant change across the organization which was equally open to prioritizing security.