Greg Robinson
Director of Engineering @Proofpoint
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WORK HISTORY
Director of Engineering @Proofpoint
CA
Engineering leader responsible for enterprise-scale archiving, compliance, and AI-powered supervision platforms serving highly regulated global customers- Lead multiple engineering teams delivering secure, scalable SaaS solutions for large enterprise and financial services organizations- Own end-to-end delivery across architecture, development, quality, and production operations for high-volume compliance and audit systems- Drive AI and machine learning initiatives focused on next-generation supervision and compliance capabilities, including- LLM and prompt-engineering based supervision workflows - Vector search and embedding pipelines for investigative and compliance use cases - Synthetic dataset generation to support model training and evaluation- Model explainability features such as attention visualization to support analyst trust and regulatory defensibility- Partner with Product, Support, and Customer Success to manage executive-level customer relationships and high-impact escalations- Lead reliability, scalability, and performance initiatives across distributed systems handling large-scale messaging and regulatory data- Spearhead engineering process improvements that reduce incident volume, improve release quality, and increase development velocity- Mentor and develop engineering managers and senior technical leaders, building a strong leadership bench within the organization
EDUCATION
University of Guelph
Bachelor of Science (B.Sc.) Honours, Computer Science
SKILLS
ABOUT GREG ROBINSON
I am an engineering leader with over a decade of experience building and scaling enterprise software in highly regulated environments. As Director of Engineering at Proofpoint, I lead teams responsible for large-scale archiving, compliance, and AI-driven supervision platforms used by global enterprises and financial institutions.My role sits at the intersection of technology, operations, and customer outcomes. I work closely with Product, operations, and Customer Success to ensure we are delivering secure, reliable, and scalable solutions that meet the real-world needs of compliance and security teams. I am deeply involved in customer escalations and executive conversations, helping translate complex technical issues into clear paths forward.In recent years, I have been leading initiatives that bring AI and machine learning into compliance workflows, including LLM-powered supervision capabilities, vector-based search and investigation tools, synthetic dataset generation, and model explainability features that support analyst trust and regulatory defensibility.I am passionate about building strong engineering cultures, developing future leaders, and improving the systems and processes that allow teams to move fast without sacrificing quality or reliability.
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