Senior Manager, Engineering - Observability Platform (Remote Eligible)

For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it’s what we show up for every day. The Observability Platform team is seeking a Senior Manager of Engineering to build and lead a centralized platform capability that gives Smartsheet full-stack visibility into our most complex and consequential systems. This role owns the engineering strategy and execution for a dedicated platform consolidating multiple platforms, serving engineering teams across the company, including the Data & AI Platform, Commerce, and Infrastructure pillars. You will lead a team based with strategic ownership spanning metrics, distributed tracing, alerting, log analytics, SLO/SLA management, and AI/ML observability integrations tied to SmartAssist and our agentic AI workstreams on Amazon Bedrock and MLflow. This is a high-leverage, high-visibility role at the intersection of platform reliability and AI-native engineering. You Will: Team & Platform Leadership • Lead a team of engineers focused on observability platform engineering, driving build-out of a unified observability stack used by all engineering teams at Smartsheet. • Own and evolve the platform's technical roadmap, consolidating multiple tooling platforms, and AI observability tooling into a coherent, scalable capability. • Define platform standards, contribute to architectural direction, and ensure the team operates with engineering rigor and strong operational habits. • Build and scale the team, hiring senior engineers and establishing effective global practices across distributed stakeholders. Observability Engineering • Lead design and delivery of centralized observability infrastructure covering metrics pipelines, distributed tracing, alerting frameworks, and log analytics across Smartsheet services. • Drive SLO/SLA definition and tooling for platform-wide reliability visibility, partnering closely with infrastructure, platform engineering, and on-call teams. • Own governance including instrumentation standards, cost optimization, and rollout of advanced capabilities such as APM, RUM, and custom dashboards. • Lead architecture, scaling, and operational practices for log analytics across high-throughput production workloads. • Establish shared observability libraries, agents, and SDKs that reduce instrumentation burden for application engineering teams. AI Observability • Build and maintain AI/ML observability integrations in partnership with the AI Platform team. • Partner with the Data & AI Platform team to integrate MLflow tracing, Inference Tables, and LLM-as-judge evaluation pipelines into the observability stack. • Develop dashboards and alerting for agentic AI workloads, including latency, token consumption, error rates, and evaluation metric drift. • Contribute to the AI governance and cost observability program, providing telemetry for model usage, cost attribution, and compliance reporting. Cross-Functional Partnership & Execution • Serve as the primary engineering partner for platform consumers across Data & AI, Commerce, Infrastructure, and Security teams, ensuring observability needs are met across work

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