Gary Gibbons

Gary Gibbons is a seasoned technology leader with over 18 years of experience driving innovation, operational excellence, and business transformation across complex, regulated industries—including online gaming, hospitality, education, and digital media. With a strong foundation in both infrastructure and software delivery, Gary brings a rare combination of technical depth, strategic vision, and people-first leadership that has consistently delivered measurable results in high-growth and turnaround environments.

Gary’s career has been defined by his ability to bridge the gap between technology and business outcomes. He has led global teams across IT operations, cloud platforms, DevOps, cybersecurity, technical support, and compliance, often within fast-paced, highly regulated sectors. From deploying enterprise observability solutions using Grafana and Prometheus to architecting secure and scalable AWS environments, his work emphasizes performance, reliability, and customer satisfaction.

His leadership style is rooted in clarity, collaboration, and continuous improvement. Whether mentoring engineers or aligning executive stakeholders, Gary is known for simplifying complex challenges and empowering teams to act with purpose. He has successfully implemented frameworks like ITIL, Agile, and NIST to improve service delivery, strengthen incident response, and drive operational resilience.

Throughout his career, Gary has held senior roles such as Vice President of Technology, Executive Director of Technical Operations, and Director of IT. In these roles, he led global support teams, scaled cloud infrastructure, automated deployments using Terraform, and improved regulatory posture through disciplined security practices. At GAN, he played a key role in launching a mobile sportsbook for FanDuel, overseeing the full product lifecycle and managing cross-functional initiatives in a 24/7 environment. At American Affiliate, he leveraged tools like Zendesk to streamline customer support workflows and increase SLA compliance across distributed teams.

Gary’s hands-on expertise includes Linux system administration, CI/CD pipelines, infrastructure as code (Terraform), configuration management (Ansible), containerization (Docker, Kubernetes), and a wide array of SaaS, observability, and security tools. He is also deeply experienced in compliance and audit preparation, including SOC 2, ISO 27001, and gaming regulations.

Beyond technology, Gary brings a unique background as a former science educator, a role that honed his communication skills and shaped his leadership philosophy—break down complex ideas, empower others through clarity, and always focus on delivering impact. This approach has made him particularly effective in technical enablement, cross-team alignment, and stakeholder communication.

Gary holds a Bachelor of Science in Applied Biology and a Post Graduate Certificate in Education. He is certified in CompTIA A+, Network+, MCSE, and advanced cloud certifications including AWS and Terraform. He is also building a content brand—The Rest is DevOps—to share insights and help others grow in the DevOps space.

Whether leading IT transformation, scaling cloud infrastructure, or mentoring the next generation of engineers, Gary is committed to aligning technology with business goals while fostering a culture of innovation, accountability, and excellence.