Senior Software Engineer, AI Evals

Benefits

Parental leave

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Non-birth-parent leave

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Family-building benefits

• Fertility benefits: Not verified
• Adoption assistance: Not verified
• Surrogacy assistance: Not verified

Mental health support

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Relocation assistance

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Childcare support

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Learning budget

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Verification

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Salary

$240K-$280K From the posting source checked Jun 20, 2026

401(k) match

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Market context

U.S. role benchmark (BLS OEWS)

$116,543 U.S. median for this role

Projected growth (BLS Employment Projections)

+9.8% - Much faster than average

123% above the BLS role benchmark for software engineering aggregate.

Matched to SOC 15-1252 - Software Engineering aggregate by role bucket.

Source: U.S. Bureau of Labor Statistics, OEWS, May 2024 and Employment Projections, 2024-2034.

Role

Role function

Engineering From the posting source checked Jun 20, 2026

Seniority

Senior From the posting source checked Jun 20, 2026

Schedule

Shift type

Not verified

Weekend work

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Company

Company stage

Growth-stage From the posting source checked Jun 20, 2026

Equity

Offered From the posting source checked Jun 20, 2026

Application

Cover letter

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Assessment

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Deadline

Not stated

Where they hire

State eligibility is not yet verified.

About this role

Senior Software Engineer, AI Evals San Francisco, California, San Francisco, California, United States About Sentry Software runs the world and the pace is faster than ever. Sentry helps developers fix errors and performance issues before users notice, so teams can spend less time firefighting and more time building. Trusted by 200,000+ organizations, Sentry is today's application monitoring standard and our team is building its AI-native future. About the role As a Senior Software Engineer on Sentry's AI/ML team, you'll be responsible for building the evaluation infrastructure that measures the accuracy, reliability, and real-world performance of our AI systems. This role is critical to ensuring that our debugging agents and AI-powered features behave correctly, safely, and predictably as they scale. You'll design datasets, benchmarks, and test harnesses that turn ambiguous AI behavior into measurable signals, helping the team ship AI with confidence. In this role you will - 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 You'll love this job if you - Care deeply about correctness, rigor, and measurement in AI systems

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