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The Organization  

At TWG Group Holdings, LLC ("TWG Global"), we drive innovation and business transformation across a range of industries-including financial services, insurance, technology, media, and sports-by leveraging data and AI as core assets. Our AI-first, cloud-native approach delivers real-time intelligence and interactive business applications, empowering informed decision-making for both customers and employees. 

We prioritize responsible data and AI practices, ensuring ethical standards and regulatory compliance. Our decentralized structure enables each business unit to operate autonomously, supported by a central AI Solutions Group, while strategic partnerships with leading data and AI vendors fuel game-changing efforts in marketing, operations, and product development. 

You will collaborate with management to advance our data and analytics transformation, enhance productivity, and enable agile, data-driven decisions. By leveraging relationships with top tech startups and universities, you will help create competitive advantages and drive enterprise innovation. 

At TWG Global, your contributions will support our goal of sustained growth and superior returns, as we deliver rare value and impact across our businesses. 

The Role 

TWG Global is seeking a Senior or Staff AI Software Engineer in Test to join our AI Engineering team building commercial-grade AI products. This is a software engineering role focused on test automation. You won't just write test cases, you'll design and build the frameworks, harnesses, evaluation infrastructure, and tooling that make testing AI agents and LLM-powered applications possible at scale. 

Our agents are written in LangGraph and run on Azure on the TWG side, with a parallel Vercel-based stack on the Palantir side. You'll write eval sets against both, and you'll validate the surfaces our users actually touch: iOS apps, plugins, and Chrome extensions, not just the model layer. 

You'll work shoulder-to-shoulder with AI engineers and data scientists, contributing production-quality code to shared repositories. The ideal candidate is a strong coder, fluent in Python and Java - who has shipped automated test infrastructure in a production environment and has hands-on experience evaluating LLM and agentic systems. 

Key Responsibilities: 

Framework and harness engineering 

• Design and build scalable, reusable test automation frameworks for AI agents, LLM-powered applications, and underlying APIs. 
• Write clean, maintainable Python for test harnesses, eval pipelines, synthetic data generation utilities, and internal tooling. 
• Treat test code as production code: code review, type hints, documentation, library design. 

Evaluation infrastructure 

• Build evaluation infrastructure for benchmarking agent performance against SOTA LLMs, competitors, and internal baselines. 
• Own regression suites, golden datasets, rubric-based evals, and metric dashboards. 
• Build tooling for synthetic test data generation, edge-case discovery, and adversarial testing. 

Resilience and load 

• Design and run release, system, performance, and load tests against streaming, stateful, and async systems. 
• Build chaos and fault injection tooling for token expiry, connection pool exhaustion, provider failover, and cache pressure scenarios. 
• Drive contract testing across LLM providers (Bedrock, Anthropic, OpenAI) to catch parity drift. 

CI/CD and observability 

• Integrate automated tests into CI/CD so every model, prompt, and code change is validated before it ships. 
• Build trace-based assertions on LangGraph state, tool calls, and agent decisions - debugging an agent failure means replaying graph state, not re-running a prompt. 
• Make observability a first-class testing surface (LangSmith, audit logs). 

Human-in-the-loop and partnership 

• Implement HIL review workflows where automation alone cannot validate quality, then push the automation boundary outward. 
• Partner with AI engineers and data scientists on model evaluation, training and eval data prep, and root-cause debugging of complex end-to-end failures. 
• Champion quality engineering practices across the team: code review, coverage standards, observability, reproducibility. 
• Ensure user-centric validation so AI outputs are accurate, reliable, and meet real-world application needs. 

Requirements

Qualifications:

• 3-7 years of software engineering experience, with a meaningful portion focused on test automation, SDET, or software engineering in test roles. 
• Expert-level Python. You write Python every day, design libraries other engineers use, and apply OOP and clean-code practices. 
• Hands-on Java experience, enough to read, write, and test Java services, not just touch them. 
• Working understanding of the LangGraph or Vercel frameworks: graph state, nodes, edges, tool calls, and how to write evals against agentic flows. 
• Demonstrated experience building eval sets for LLM models (this is critical to the role). 
• Experience testing across multiple client surfaces: iOS apps, plugins, and Chrome extensions. 
• Hands-on experience building automated test suites with frameworks such as pytest, Selenium, Playwright, Cypress, or similar. 
• Proven experience integrating test automation into CI/CD systems (GitHub Actions, Jenkins, CircleCI, GitLab CI, or similar). 
• Strong skills in data manipulation, test data preparation, and SQL. 
• Bachelor's degree or higher in Computer Science, Engineering, or a related field. 

Preferred Qualifications: 

• Experience with Azure (our primary cloud) and containerization (Docker). 
• Experience testing RAG pipelines, agentic workflows, or multi-step tool-calling systems.

Benefits

Position Location:

This position is located in Santa Monica, CA (on-site). 

Compensation:

The base pay for this position is $190,000-250,000. A bonus will be provided as part of the compensation package, in addition to a full range of medical, financial, and/or other benefits.

TWG is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, gender, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.