
Job Overview
Location
San Francisco, California
Job Type
Full-time
Category
Engineering Manager
Date Posted
May 21, 2026
Full Job Description
📋 Description
- • Lead and grow Sentry’s Machine Learning Engineering team, owning the full spectrum of ML initiatives from classical techniques like clustering, ranking, and anomaly detection to LLM-based and agentic systems that power core product features.
- • Set the technical direction for ML systems, making strategic decisions on which approaches—classical models or generative AI—are best suited for specific product problems based on data, scalability, and impact.
- • Define and implement robust evaluation, monitoring, and observability practices for ML models and agents in production, including offline metrics, online A/B testing, and real-time performance tracking.
- • Stay technically hands-on by reviewing code and model architectures, contributing to system design discussions, and unblocking engineers on complex ML challenges.
- • Partner with product, design, and engineering leaders to identify high-impact opportunities for machine learning across Sentry’s application monitoring platform, ensuring ML solutions align with user needs and engineering workflows.
- • Define and own the team’s roadmap, including scoping deliverables, allocating resources, and ensuring execution against ambitious product goals aligned with Sentry’s AI-native future.
- • Recruit exceptional ML engineering talent as the team scales, building a diverse and high-performing team capable of delivering production-grade ML systems at scale.
- • Foster career growth for ML engineers by providing mentorship, setting clear development goals, and creating opportunities for them to lead technical initiatives and solve high-stakes problems.
- • Collaborate cross-functionally to translate ML research into user-facing features that millions of developers rely on daily, ensuring seamless integration into Sentry’s monitoring and debugging experience.
- • Ensure ML systems are not only accurate but also reliable, interpretable, and maintainable in production environments with strict uptime and performance requirements.
- • Drive innovation in how AI agents and coding assistants collaborate with developers to automatically detect, triage, and propose fixes for application errors and performance issues.
- • Balance rapid experimentation with production-grade engineering standards, ensuring that early-stage ML prototypes are rigorously validated before deployment.
- • Maintain deep familiarity with the unique dataset of production errors, spans, and logs from tens of thousands of engineering organizations, leveraging this signal to train and refine ML models.
- • Champion a culture of ownership, curiosity, and technical excellence within the ML team, encouraging iterative improvement and data-driven decision-making.
- • Communicate complex ML concepts clearly to non-technical stakeholders, including product managers and designers, to ensure alignment on goals and constraints.
- • Contribute to the long-term vision of making Sentry the standard for AI-native application monitoring by pioneering the next generation of developer-focused AI tools.
Skills & Technologies
About Functional Software, Inc.
Functional Software, Inc. operates the Sentry platform, providing real-time application performance and error monitoring for developers. It tracks crashes, performance bottlenecks, and releases across web, mobile, and server applications, offering stack traces, release health, and alerting to speed debugging. Supporting languages like JavaScript, Python, and Go, it integrates with GitHub, Slack, and major DevOps tools. The company distributes its service as both SaaS and self-hosted open-source software, helping engineering teams improve code quality and user experience.
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