Principal Software Engineer

POS-5690
About the Team

The Observability team owns the internal platform that gives every HubSpot engineer real visibility into how their systems behave in production. We build and operate the distributed tracing, metrics, alerting, and logging infrastructure that spans hundreds of microservices, billions of daily events, and thousands of engineers who depend on that signal to ship reliably.

We are now investing in the next generation of this platform. As HubSpot deploys AI agents and ML-powered features across the product, the team is building the tracing and telemetry primitives that make it possible to understand, debug, and trust what those systems are doing in production. This is greenfield, technically interesting work at a scale few companies operate at and we are looking for a Principal Engineer to help lead it.
About the Role

We are seeking a Principal Software Engineer to be the technical anchor for HubSpot ’s Observability platform. This role sits at the intersection of large-scale distributed systems, developer platform design, and AI observability. A big part of this role is working horizontally across a large engineering org and setting patterns and standards that make it easier for teams to instrument, alert on, and reason about their services. You will also shape how we trace and understand our growing fleet of AI agents and ML systems in production: a technically distinct and increasingly critical problem.
Key Expectations

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Observability Platform Architecture: Define the patterns and evolution of HubSpot ’s core telemetry platform — distributed tracing, metrics, and structured logging — at a scale that spans hundreds of services and billions of daily events. Set the standards for how instrumentation is done across a large, polyglot engineering organization.

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AI & Agentic Observability: Lead the technical strategy for tracing and understanding AI agents and ML-powered systems in production. Define the primitives, telemetry standards, and debugging workflows that help product engineers understand what their models and agents are doing — and build trust in those systems over time. This is greenfield and consequential work.

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High-Cardinality, High-Throughput Systems: Architect telemetry pipelines and storage systems that handle high-cardinality data at high throughput without blowing up cost or query latency. Make principled tradeoffs between sampling, fidelity, retention, and developer ergonomics.

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Hands-on, High-Leverage Builder: Ship production code. Lead design reviews and take high-impact initiatives end-to-end, from prototype to production system at scale. Stay close to the systems you build and be the person who can debug the hardest problems when they surface.

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Developer Experience & Adoption: Design the instrumentation APIs and libraries that product engineers reach for, making correct observability the path of least resistance. Drive OpenTelemetry adoption across a large, polyglot codebase. Build the tooling that turns raw telemetry into actionable signal for teams operating at speed.

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Production Intelligence & Reliability Patterns: Define patterns for SLO/SLI design, alerting philosophy, and how teams graduate from reactive to proactive incident response. Push for simplicity in a domain that wants to get complicated, and consistency where tooling can drift across a large organization.

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Technical Leadership & Influence: Partner with infrastructure, platform, and product engineering teams to understand their signal gaps and close them. Influence technical strategy alongside engineering leadership, translating observability constraints and opportunities into product and operational decisions. Mentor senior engineers and tech leads, driving thoughtful design decisions and capturing learnings from major incidents and large-scale migrations.

What You Bring

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Platform-Builder Experience: Proven experience building observability or telemetry tooling for internal engin