Senior Software Engineer, AI Evals

Benefits

Parental leave

Not verified

Non-birth-parent leave

Not verified

Family-building benefits

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

Mental health support

Not verified

Relocation assistance

Not verified

Childcare support

Not verified

Learning budget

Not verified

Verification

Not verified

Salary

Not verified

401(k) match

Not verified

Was this benefit information wrong? Tell us.

Schedule

Shift type

Not verified

Weekend work

Not verified

Application

Cover letter

Not verified

Assessment

Not verified

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

Read the full description at jobs.ashbyhq.com. FewerJobs shows a source-linked preview and links to the original posting.