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AI Evaluation Engineer

Role overview

Qualifications

  • Master's degree in computer science or a quantitative discipline preferred
  • 4+ years in software, ML, or data engineering, with at least 1-2 years working with LLM-based applications
  • Professional experience with evaluation and observability frameworks
  • Strong Python skills and software engineering fundamentals

Responsibilities

  • Establish standardized, automated evaluation frameworks for LLMs and ML models
  • Deploy comprehensive observability solutions to monitor various model metrics
  • Define evaluation methodologies and metrics for LLM, RAG, and agent-based applications
  • Support A/B and shadow testing for model, prompt, and architecture changes

Key facts

Hard skills

Other skills

  • Communication
  • Teamwork
  • Problem Solving

About the company

Sedgwick logo

Sedgwick

  • Insurance
  • Large
  • 10,001+
Sedgwick is a leading global provider of technology-enabled risk, benefits and integrated business solutions. The company provides a broad range of resources tailored to our clients’ specific needs in casualty, property, marine, benefits, brand protection and other lines. Every day, in every time zone, the most well-known and respected organizations place their trust in us to help their employees regain health and productivity, guide their consumers through the claims process, protect their brand and minimize business interruptions. Our more than 31,000 colleagues across 80 countries embrace our shared purpose and values as they demonstrate what it means to work for an organization committed to doing the right thing – one where caring counts. Join us! Taking care of people is at the heart of everything we do, and we start by taking care of you, our valued colleague. A career at Sedgwick means experiencing our culture of caring. It means having flexibility and time for all the things that are important to you. It’s an opportunity to do something meaningful, each and every day. It’s having support for your mental, physical, financial and professional needs. It means sharpening your skills and growing your career. And it means working in an environment that celebrates diversity and is fair and inclusive. A career at Sedgwick is where passion meets purpose to make a positive impact on the world through the people and organizations we serve. If you are someone who is driven to make a difference, who enjoys a challenge and above all, if you’re someone who cares, there’s a place for you here. Join us and contribute to Sedgwick being a great place to work. Great Place to Work® Top 100 Most Loved Workplace® Forbes Best-in-State Employer

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Job description

By joining Sedgwick, you'll be part of something truly meaningful. It’s what our 33,000 colleagues do every day for people around the world who are facing the unexpected. We invite you to grow your career with us, experience our caring culture, and enjoy work-life balance. Here, there’s no limit to what you can achieve.

Newsweek Recognizes Sedgwick as America’s Greatest Workplaces National Top Companies

Certified as a Great Place to Work®

Fortune Best Workplaces in Financial Services & Insurance

AI Evaluation Engineer

PRIMARY PURPOSE: The AI Evaluation Engineer designs, builds, and operates the evaluation systems that determine whether our GenAI solutions are accurate, safe, reliable, and ready for production. You will serve multiple product pods, establishing consistent evaluation standards, automated pipelines, and quality gates, and you will help teams measure and improve LLM, RAG, and agentic applications throughout their lifecycle.


Fully remote role, open to U.S. based candidates.


ESSENTIAL FUNCTIONS AND RESPONSIBILITIES

  • Establishes standardized, automated evaluation frameworks for LLMs and traditional ML models, including LLM as a judge patterns, ROUGE, METEOR, and statistical validation to ensure performance, reliability, and readiness prior to production release.
  • Deploys comprehensive observability solutions to monitor model drift, hallucination risk, latency, throughput, and token consumption, balancing model quality with infrastructure cost and operational efficiency.
  • Define evaluation methodologies and metrics for LLM, RAG, and agent-based applications (e.g., faithfulness, groundedness, relevance, task completion, tool-use correctness, safety).
  • Build reusable evaluation frameworks, templates, and libraries that pods can adopt with minimal effort.
  • Partner with product owners and SMEs to translate business requirements into measurable quality criteria and acceptance thresholds.
  • Develop automated evaluation pipelines integrated into CI/CD, with regression testing and quality gates for prompt, model, and retrieval changes.
  • Implement offline evaluation (benchmark and golden datasets) and online evaluation (production monitoring, sampling, drift and quality alerts).
  • Support A/B and shadow testing for model, prompt, and architecture changes.
  • Design, validate, and maintain LLM-as-a-judge evaluators, including rubric design, bias mitigation (position, verbosity, self-preference), and calibration against human labels.
  • Establish human annotation workflows, labeling guidelines, and inter-annotator agreement practices with SMEs.
  • Track judge reliability over time and re-calibrate as models and use cases change.
  • Build and curate golden datasets, adversarial and edge-case suites, and synthetic test data generation approaches.
  • Apply approved data-handling practices (de-identification, synthetic data, access controls) for any dataset derived from sensitive or regulated data.
  • Implement red-teaming, hallucination, toxicity, PII leakage, prompt-injection, and jailbreak testing.
  • Produce evaluation evidence and reporting that supports security, privacy, compliance, and model risk reviews.
  • Contribute to responsible AI standards and release-readiness criteria.
  • Embed with pods to onboard them to evaluation practices, then coach teams toward ownership of their own eval suites.
  • Build dashboards and reporting that give engineering and business leaders transparent quality and cost/latency trends.
  • Evaluate and recommend eval tooling and platforms; document standards and best practices.

ADDITIONAL FUNCTIONS and RESPONSIBILITIES

  • Performs other duties as assigned.
  • Travel as required.

QUALIFICATIONS

Education & Licensing
Master’s degree in a computer science or a quantitative discipline from an accredited college or university preferred.

Experience
4+ years in software, ML, or data engineering, with at least 1-2 years working hands-on with LLM-based applications (adjust to your market).

Skills & Knowledge

  • Professional experience with evaluation and observability frameworks like LangSmith, Arize Phoenix, or WhyLabs
  • A strong understanding of statistical validation, model evaluation metrics, and the ability to partner with Data Scientists to optimize model performance
  • Strong Python skills and software engineering fundamentals (testing, version control, CI/CD, code review).
  • Practical experience evaluating LLM/RAG systems, including retrieval metrics (recall, precision, MRR/nDCG) and generation metrics.
  • Hands-on experience with LLM-as-a-judge design, prompt engineering, and judge validation.
  • Working knowledge of statistics and experimental design: sampling, confidence intervals, significance testing, inter-rater agreement.
  • Familiarity with at least one eval or observability tool (e.g., Ragas, DeepEval, promptfoo, LangSmith, Langfuse, MLflow, or equivalent).
  • Experience with cloud platforms (Azure, AWS, or GCP) and their managed LLM services.
  • Clear communication skills and the ability to work with engineers, product owners, SMEs, and risk stakeholders.
  • Excellent oral and written communication skills, including presentation skills
  • Ability to work in a team environment
  • Ability to meet or exceed Performance Competencies

Preferred

  • Experience evaluating agentic systems (multi-step reasoning, tool calling, trajectory evaluation).
  • Background in ML evaluation, search/relevance, NLP, or QA automation.
  • Experience with LLMOps, monitoring and observability, and production feedback loops.
  • Familiarity with AI risk and governance frameworks (e.g., NIST AI RMF, ISO/IEC 42001) and secure development practices in regulated environments.
  • Experience with data annotation workflows and working with SMEs.
  • Knowledge of enterprise controls: SSO, RBAC, private networking, logging, and encryption.

SUCCESS MEASURES (first 12 months)

  • Standard evaluation framework adopted by pods.
  • Automated quality gates in CI/CD for production-bound solutions.
  • Calibrated LLM judges with documented agreement against human labels.
  • Reduction in regressions reaching production and in time to validate model or prompt changes.

WORK ENVIRONMENT
When applicable and appropriate, consideration will be given to reasonable accommodations.
Mental: Clear and conceptual thinking ability; excellent judgment, troubleshooting, problem solving, analysis, and discretion; ability to handle work-related stress; ability to handle multiple priorities simultaneously; and ability to meet deadlines
Physical: Computer keyboarding, travel as required
Auditory/Visual: Hearing, vision and talking

The statements contained in this document are intended to describe the general nature and level of work being performed by a colleague assigned to this description. They are not intended to constitute a comprehensive list of functions, duties, or local variances. Management retains the discretion to add or to change the duties of the position at any time.

Sedgwick is an Equal Opportunity Employer and a Drug-Free Workplace.

If you're excited about this role but your experience doesn't align perfectly with every qualification in the job description, consider applying for it anyway! Sedgwick is building a diverse, equitable, and inclusive workplace and recognizes that each person possesses a unique combination of skills, knowledge, and experience. You may be just the right candidate for this or other roles.

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