Ryan Holeman is a seasoned security executive with 12+ years building and scaling defense, detection, and incident response teams, now serving as CISO at Stability AI after leading security at Strike and Atlassian. He blends people-first leadership—growing and empowering security professionals—with deep hands-on technical chops from embedded BLE challenges to packaging and deployment improvements in high-profile open source like osquery. Comfortable at the intersection of engineering, compliance, and product, he has driven SOC2/ISO readiness, privacy initiatives, and operational security across cloud and edge environments. A hacker at heart, Ryan codes in C/C++/Python, prototypes unusual POCs, and has shipped IoT CTFs and core endpoint agents—bringing curiosity and practical security research to enterprise programs. He’s also advancing academic credentials in cyber defense (PhD work) while keeping a pragmatic, metrics-driven approach to detection and response.
12 years of coding experience
6 years of employment as a software developer
Master's degree Computer Science, Master's degree Computer Science at Kent State University
Doctor of Philosophy - PhD Cyber Defense, Doctor of Philosophy - PhD Cyber Defense at Dakota State University
Contributions:2 releases, 2 reviews, 96 commits in 1 year
Contributions summary:Ryan's contributions primarily focus on developing a Bluetooth Low Energy (BLE) capture the flag (CTF) challenge. The user implemented various flags within the BLE CTF environment by modifying the GATT server database, adding characteristics for different challenges. The commits demonstrate work on defining characteristics for challenges, including those related to writing data, and setting up the environment.
SQL powered operating system instrumentation, monitoring, and analytics.
Role in this project:
DevOps Engineer
Contributions:3 reviews, 11 commits, 14 PRs in 7 months
Contributions summary:Ryan primarily focused on improving the build and deployment process for the osquery project. Their contributions involved adding functionality to the package creation scripts for both Debian and RPM packages, including the ability to incorporate custom configurations and post-installation scripts. Furthermore, they updated the build process to include TLS certificate handling and made adjustments to support AWS AMI role authentication, ensuring the project's proper deployment across various environments. Their work also encompassed minor code modifications and dependency updates.
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