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Be Fearless Podcast by SquareX

AI Will Replace Tier 1 Security Analysts | Clea Ostendorf, CEO/Co-Founder, Wolfpack Security

29 Aug 2025

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Clea Ostendorf, co-founder of Wolfpack Security, breaks down why security programs fail to get developer buy-in and shares her journey from sales to building a security consultancy. She reveals the real problems behind vulnerability management chaos, explains why most pentesting findings are just "boring" basics like outdated versions and hardcoded passwords, and discusses how AI is already disrupting security roles. Clea also dives into the practical challenges of making security work for engineering teams without slowing them down, plus her take on building security communities and the future of the industry.0:00 Building Wolfpack Security with angel investors13:06 Why pentesting findings are boring but critical25:32 On the Field CSO role and community building insights34:55 The most challenging security evolution: AI impact42:07 Getting buy-in through storytelling, not facts🔔 Follow Clea and John on:https://www.linkedin.com/in/clealevinson/ https://www.linkedin.com/in/johncarse/🔥 Powered by SquareXDeployed as a lightweight extension, SquareX turns any browser, on any device, into a secure enterprise browser. Find out more about SquareX at https://hubs.la/Q03rPcbf0

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