Principal Engineer, Monetization Engineering

Location: Remote, Canada; Remote, United States 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 Engineers and raise the quality of technical decision-making across the organization. What you’ll bring 10+ years of professional software engineering experience, including substantial experience at Staff, Principal, or equivalent technical leadership level. Direct experience building, operating, or modernizing Fulfillment systems, including areas such as entitlements, licensing, provisioning, subscription lifecycle, seat management, usage metering, usage billing, or cost controls. A track record of setting technical direction across multiple teams and turning architecture into reliable, operated systems. Deep experience with distributed systems, scalability, availability, performance, observability, data integrity, and failure-mode analysis. Comfort working in one or more of Ruby, Go, and Python, with the ability to navigate both Backend and Frontend in a polyglot system. Practical experience using artificial intelligence in software engineering, including agentic coding or AI-assisted development workflows. Demonstrated success modernizing mature or degraded platforms without relying on a risky “big bang” rewrite. Experience designing systems that span multiple deployment models, such as software as a service, Self-Managed, Dedicated, or disconnected environments. Strong product and business judgment, with the ability to connect technical investment to customer experience, revenue, operational efficiency, risk reduction, and time to market. Excellent written communication and the ability to influence senior stakeholders across teams without formal authority. The base salary range for this role’s listed level is currently for residents of the United States only. This range is intended to reflect the role's base salary rate in locations throughout the US. Grade level and salary ranges are determined through interviews and a review of education, experience, knowledge, skills, abilities of the applicant, equity with other team members, alignment with market data, and geographic location. The base salary range does not include any bonuses, equity, or benefits. See more information on our benefits and equity . Sales roles are also eligible for incentive pay targeted at up to 100% of the offered base salary. United States Salary Range $223,000 — $317,000 USD How GitLab Supports Full-Time Employees Benefits to support your health, finances, and well-being Flexible Paid Time Off Team Member Resource Groups Equity Compensation & Employee Stock Purchase Plan Growth and Development Fund Parental Leave Please note that we welcome interest from candidates with varying levels of experience; many successful candidates do not meet every single requirement. Additionally, studies have shown that people from underrepresented groups are less likely to apply to a job unless they meet every single qualification. If you're excited about this role, please apply and allow our recruiters to assess your application. Country Hiring Guidelines: GitLab hires new team members in countries around the world. All of our roles are remote, however some roles may carry specific location-based eligibility requirements. Our Talent Acquisition team can help answer any questions about location after starting the recruiting process. Privacy Policy: Please review our Recruitment Privacy Policy. Your privacy is important to us. GitLab is proud to be an equal opportunity workplace and is an affirmative action employer. GitLab’s policies and practices relating to recruitment, employment, career development and advancement, promotion, and retirement are based solely on merit, regardless of race, color, religion, ancestry, sex (including pregnancy, lactation, sexual orientation, gender identity, or gender expression), national origin, age, citizenship, marital status, mental or physical disability, genetic information (including family medical history), discharge status from the military, protected veteran status (which includes disabled veterans, recently separated veterans, active duty wartime or campaign badge veterans, and Armed Forces service medal veterans), or any other basis protected by law. GitLab will not tolerate discrimination or harassment based on any of these characteristics. See also GitLab’s EEO Policy and EEO is the Law . If you have a disability or special need that requires accommodation , please let us know during the recruiting process .