Principal Engineer, Monetization Engineering

GitLab is the intelligent orchestration platform for DevSecOps. GitLab enables organizations to increase developer productivity, improve operational efficiency, reduce security and compliance risk, and accelerate digital transformation. More than 50 million registered users and more than 50% of the Fortune 100* trust GitLab to ship better, more secure software faster. The same principles built into our products are reflected in how our team works: we embrace AI as a core productivity multiplier, with all team members expected to incorporate AI into their daily workflows to drive efficiency, innovation, and impact. GitLab is where careers accelerate, innovation flourishes, and every voice is valued. Our high-performance culture is driven by our values and continuous knowledge exchange, enabling our team members to reach their full potential while collaborating with industry leaders to solve complex problems. Co-create the future with us as we build technology that transforms how the world develops software. * Fortune 500® is a registered trademark of Fortune Media IP Limited, used under license. Claim based on GitLab data. Fortune 100 refers to the top 20% ranked companies in the 2025 Fortune 500 list, published in June 2025. Fortune and Fortune Media IP Limited are not affiliated with, and do not endorse products or services of GitLab. About the role We are looking for a Principal Engineer to help define and drive the next generation of GitLab’s Fulfillment platform. Fulfillment ensures that customers receive the right product access and can manage seats, usage, and spend across GitLab.com, Self-Managed, Dedicated, and other deployment models. Its core areas include entitlements, licensing and provisioning, seat management, usage visibility, and cost management. The existing platform has served GitLab for approximately a decade and now faces significant challenges in scale, maintainability, and architectural complexity. This role will help us understand where we are today and define how Fulfillment should work over the next ten years. This is a senior player-coach role. You will set architectural direction across the Fulfillment portfolio, make critical technical decisions, and work directly with teams to execute the resulting modernization strategy. You will influence across organizational boundaries while remaining hands-on in design, implementation, technical problem-solving, and mentorship. What you’ll do • Define and communicate the long-term architecture and technical strategy for Fulfillment, including target state, principles, priorities, and migration sequencing. • Assess the current platform and address its most important risks across scale, reliability, performance, data correctness, operability, and maintainability. • Drive architectural decisions across entitlements, provisioning, seat management, usage visibility, and cost management. • Establish clear service boundaries, data ownership, contracts, and integration patterns across Fulfillment, Monetization, billing, Salesforce, and product services. • Lead an incremental modernization program that improves the existing platform while continuing to deliver customer and business value. • Partner with Engineering Managers, Product Management, and cross-functional stakeholders to turn architectural direction into executable roadmaps and shipped outcomes. • Be hands-on with the hardest problems, including prototypes, critical implementations, migrations, performance improvements, reliability work, and incident learning. • Champion practical artificial intelligence (AI) adoption across Fulfillment, including agentic coding and AI-assisted engineering workflows, and help teams apply these tools responsibly and effectively. • Mentor and coach Senior and Staff