Engineering Manager, Observability, Monitoring, and Integrations (Monetization)

As an Engineering Manager, Observability, Monitoring, and Integrations (Monetization), you'll manage a team focused on observability, reliability, and secure cross-system integrations across GitLab's Monetization area. This is a people-first management role where you'll hire and develop the team, guide technical direction, and help shape an AI-native approach to detecting anomalies and improving performance in business-critical workflows.

You'll work closely with product, design, sales, go-to-market, finance, information technology, and support engineering to turn business needs into reliable customer experiences. In your first year, you'll stand up the team, establish operating rhythms and incident response practices, and improve the reliability, availability, and data quality of fulfillment systems that directly affect revenue and the customer experience.

Some examples of our projects: 

• Improving the reliability and availability of Fulfillment infrastructure and customer-facing buyer journeys
• Making foundational improvements to the architecture and data models of Fulfillment systems
• Delivering high-impact changes across pricing, billing, provisioning, subscriptions, and usage-related experiences

• Architect end-to-end telemetry and observability across CustomersDot, Salesforce, and Zuora to enable real-time monitoring and faster issue resolution across purchasing and provisioning flows.
• Implement automated billing anomaly detection to identify event drops, abuse spikes, and transactional discrepancies that affect reconciliation and financial integrity.
• Define the integration strategy between customer-facing monetization services and enterprise applications, including Salesforce and Workato, with a focus on durable API contracts and reliable financial workflows.
• Drive an AI-native engineering approach that uses machine learning and AI-enabled tooling to surface anomalies, improve infrastructure operations, and inform delivery planning.
• Hire and grow a high-performing team, setting expectations for ownership, quality, and collaboration from the ground up.
• Guide architecture and implementation discussions, helping the team make sound tradeoffs across reliability, availability, data model quality, and developer experience.
• Partner with cross-functional stakeholders across engineering, product, finance, customer service, and go-to-market teams to coordinate changes in revenue-impacting systems with care and clarity.
• Establish incident management practices, rollout safeguards, and operational standards for systems handling customer-facing and financially critical workflows.

• Experience managing product, platform, or development teams and building values-aligned environments where team members can grow and deliver meaningful results.
• Strong technical judgment across architecture, system design, and pragmatic delivery for complex integrations and business-critical workflows.
• Experience working on purchasing, billing, provisioning, subscription, commerce, or other revenue-impacting systems.
• Knowledge of observability-first architectures, including tools such as Prometheus, Grafana, and modern incident management tooling.
• Experience defining service level indicators and targets, writing runbooks, and coordinating incident management in operationally rigorous environments.
• Strong collaboration and written communication skills in asynchronous, handbook-first teams that work across engineering, product, finance, customer service, and go-to-market functions.
• Ability to translate complex technical and product issues into clear, actionable language for both technical and non-technical audiences.
• Sound judgment when handling confidential or financial information, customer-facing incidents, and changes that can affect revenue, with openness to transferable experience from related domains.

The Fulfillment team builds and operates the infrastructure behind GitLab's purchasing workflows, and we partner closely with sales, finance, information technology, and support to deliver secure, reliable buyer experiences. Within the broader Monetization section, we focus on the systems and integrations that connect billing, provisioning, subscriptions, and usage across multiple platforms. We work asynchronously across regions with a strong emphasis on planning, retrospectives, operational ownership, and safe rollouts. For more on how we work, see the Fulfillment Sub-department Handbook.