Senior Software Engineer, AI Eval

🕒 January 10

🏢🏡 San Francisco – Hybrid

💵 $240k - $280k / year

⏰ Full Time

🟠 Senior

🧑‍💻 Full-stack Engineer

🦅 H1B Visa Sponsor

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Sentry

WebsiteLinkedInAll Job Openings

201 - 500 employees

Founded 2011

☁️ SaaS

🏢 Enterprise

SaaS • Developer Tools • Enterprise

Sentry is an application monitoring and error-tracking platform that helps developers identify, debug, and resolve software errors and performance issues. The company provides tools such as error monitoring, tracing, session replay, profiling, uptime monitoring, logs, and SDKs across many languages and frameworks. Sentry integrates with developer workflows and platforms (GitHub, Slack, Jira, Vercel, Netlify) and emphasizes developer productivity, privacy controls, and enterprise security and compliance.

📋 Description

• Design and build robust evaluation frameworks to measure accuracy, reliability, regressions, and edge cases in AI systems • Create and curate high-quality datasets, golden test cases, and benchmarks grounded in real production data • Build automated test harnesses and metrics pipelines to continuously evaluate models, prompts, and agentic workflows • Partner closely with applied AI engineers and product leaders to define what “good” looks like and translate it into measurable criteria • Own the evaluation lifecycle for major AI initiatives, from early experimentation through production monitoring

🎯 Requirements

• Minimum 5+ years of professional experience with a Bachelor’s degree in computer science, machine learning, or a related field • Experience building testing, evaluation, or data infrastructure for complex systems (AI/ML experience strongly preferred) • Comfort writing production-quality code (we use Python and TypeScript) • Experience working with structured and unstructured datasets, labeling workflows, or data quality pipelines • Familiarity with modern ML systems and evaluation techniques (e.g., offline metrics, online evaluation, regression testing for models or prompts) • Bonus: experience evaluating LLMs, agentic systems, or AI-assisted developer tools

🏖️ Benefits

• A successful candidate will be eligible to participate in Sentry’s employee benefit plans/programs applicable to the candidate’s position (including incentive compensation, equity grants, paid time off, and group health insurance coverage).