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Sysdig appoints Gary Olson & Crendal Kear to executive team

Tue, 1st Apr 2025

Sysdig has announced the appointment of Gary Olson as Chief Revenue Officer and Crendal Kear as Chief Business Officer following significant growth in user adoption of its Sysdig Sage AI technology.

Sysdig Sage, an AI cloud security analyst, has seen a 337% rise in user adoption over the past eight months. This technology aids security teams in identifying, understanding, and resolving issues more swiftly, reportedly reducing the cost per incident by over 50%. More than 45% of Sysdig's customer base has adopted the technology, a testament to its approach to AI-embedded cloud security workflows.

The company reports over 400% growth in its operations across Europe, the Middle East, and Africa in the last two years. Additionally, Sysdig has received high customer satisfaction ratings for its cloud-native application protection platforms and cloud security posture management, achieving a perfect score for support experience in two Gartner "Voice of the Customer" reports.

William Welch, Sysdig CEO, commented, "I spent my first 100 days at Sysdig traveling the world to meet with customers, and one thing was clear: they love our products. The rapid adoption of Sysdig Sage, the fastest in our history, is a strong signal of the massive opportunity ahead. I'm focused on building a world-class executive team with public company experience and a commitment to operational excellence. Reuniting with Gary and Crendal from our time at Zscaler, as well as appointing a new CMO and CISO last year, positions Sysdig to drive innovation in cloud security as we push toward $250 million ARR and beyond."

Gary Olson joins Sysdig as CRO with over 30 years of experience in cybersecurity and SaaS, having previously led Snyk's team to a $300 million ARR milestone. His tenure includes senior positions at AT&T Cybersecurity, BMC Corp., and other firms. Olson remarked, "Sysdig stands out in cloud security with the industry's fastest cloud detection and response, seamlessly correlating data across dynamic cloud environments in real time. At the core of this capability is Falco – the trusted, open source cloud detection standard used by over 60% of the Fortune 500. If you're looking for the best cloud detection and response, you go to the company that set the standard."

Crendal Kear, the newly appointed CBO, brings her experience in enhancing customer success and driving revenue growth in various roles including positions at Talkdesk, Zscaler, and Exabeam. Kear stated, "The cloud security market is at a pivotal moment and, as the real-time cloud security leader, Sysdig is in an ideal position. Given the substantial European expansion, the global adoption of Falco, and the rapid evolution of Sysdig Sage, we have a tremendous opportunity to redefine how businesses approach security in the cloud. My focus is to build the operational rigor necessary to scale our GTM motion, optimize execution, and ensure that customers receive a best-in-class experience."

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