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Senior Software Engineer, AI Evals

SentrySan Francisco, CaliforniaEngineering
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Salary
$155K - $400K USD
Job type
Full-time
Work mode
Remote
Posted
28 Jan 2026
Status
Open · checked 7d ago

About this role

Sentry is seeking a Senior Software Engineer for the AI Evals role based in San Francisco, California or available remotely. This position suits an experienced developer with a strong background in building evaluation and testing infrastructure for complex systems.

Role Overview

As a member of the AI/ML team, the incoming engineer takes charge of constructing evaluation infrastructure that tracks the accuracy, reliability, and real-world performance of AI systems. The position ensures that debugging agents and artificial intelligence features operate safely and predictably at scale. The professional designs benchmarks, datasets, and test harnesses to convert ambiguous artificial intelligence behavior into quantifiable signals.

Key Responsibilities

Construct robust evaluation frameworks to track accuracy, regressions, edge cases, and reliability within artificial intelligence systems.
Curate and design high-quality benchmarks, golden test cases, and datasets rooted in genuine production data.
Develop automated metrics pipelines and test harnesses for continuous evaluation of prompts, models, and agentic workflows.
Collaborate closely with product leaders and applied artificial intelligence engineers to establish measurable criteria for success.
Manage the complete evaluation lifecycle for major artificial intelligence initiatives, spanning early experimentation to production monitoring.

Requirements

Minimum of five years of professional experience alongside a Bachelor's degree in machine learning, computer science, or a related discipline.
Prior background in constructing testing, data, or evaluation infrastructure for complex systems, with machine learning experience strongly preferred.
Proficiency in writing production-quality code, specifically utilizing Python and TypeScript.
Experience managing data quality pipelines, labeling workflows, or working with structured and unstructured datasets.
Knowledge of modern evaluation techniques and machine learning systems, such as regression testing for prompts or models, offline metrics, and online evaluation.

Nice to Have

Background in evaluating LLMs, AI-assisted developer tools, or agentic systems.

Skills and Tools

Python
TypeScript
Machine Learning Systems
AI Evaluation Frameworks
Data Infrastructure

Salary and Benefits

The expected base salary range spans from $155,000 to $400,000 USD per year. Final compensation is determined by factors including work location, education, relevant experience, skills, and job knowledge. Eligible employees participate in company benefit plans, which include equity grants, incentive compensation, paid time off, and group health insurance coverage.

About the Company

Sentry functions as an application monitoring standard trusted by over 200,000 organizations, helping development teams identify performance issues and errors proactively. The open-source organization focuses on making software accessible while building an inclusive culture where diverse team members can thrive.

How to Apply

Interested candidates should visit the official Sentry careers page to submit an application for this position.

Skills and tech stack

Questions candidates ask

What is the salary range for the Senior Software Engineer, AI Evals role?

The base salary ranges from $155,000 to $400,000 USD per year, depending on factors like location, experience, skills, and education.

Is this position remote?

Yes, this role is listed as remote with a company location based in San Francisco, California.

What programming languages are required?

Candidates must feel comfortable writing production-quality code in Python and TypeScript.

What experience level is required for this job?

Applicants must have a minimum of 5+ years of professional experience along with a Bachelor's degree in computer science, machine learning, or a related field.

What benefits are included with employment?

Eligible employees receive benefits including incentive compensation, equity grants, paid time off, and group health insurance coverage.

Ready to apply?

The application is on the official Sentry careers page.

Apply on company site