Senior AI Engineer

Summary

Orchestration Architecture: Define and drive the architecture for complex agentic flows, ensuring agents remain reliable, steerable, and seamlessly integrated into the Guidewire ecosystem.

Domain‑Specific Reasoning: Work closely with subject matter experts to translate intricate insurance logic into agentic reasoning patterns (e.g., ReAct, Plan‑and‑Execute). You will ensure agents adhere to strict regulatory and business constraints.

Rapid Agent Prototyping: Design and oversee high‑fidelity prototypes, exploring how agents can autonomously navigate insurance workflows to validate business relevance.

Agentic Reliability & Evals: Set the standard for evaluating non‑deterministic agentic behavior. You will build rigorous frameworks to test for tool‑calling accuracy, reasoning consistency, and safety guardrails to ensure production‑readiness.

Agentic Observability & Tracing: Implement comprehensive monitoring and tracing for agentic decision‑making processes. You will ensure full visibility into multi‑step reasoning chains, state transitions, and tool‑usage to facilitate debugging, auditability, and performance tuning in complex, asynchronous environments.

Engineering Collaboration: Partner with core engineering to build the specialized infrastructure required for long‑running agentic tasks.

Applied Agentic Research: Act as SME on agentic AI, conducting deep research into emerging patterns like multi‑agent collaboration, autonomous self‑correction, and small language model (SLM) optimization for specific agentic tasks.

Mentorship & Excellence: Elevate the organization by mentoring engineers on agentic design patterns, fostering a culture of technical curiosity.

At Guidewire, we foster a culture of curiosity, innovation, and responsible use of AI—empowering our teams to continuously leverage emerging technologies and data‑driven insights to enhance productivity and outcomes.

Requirements

• Experience: 8+ years implementing ML/AI technologies, with at least 2 years focused on building and scaling LLM‑driven applications.
• Agentic Mastery: Proven track record of building and deploying agentic workflows. Deep expertise in orchestration frameworks (e.g., LangGraph).
• Advanced Prompt Engineering & Tool‑Use: Expertise in teaching models to use external APIs, databases, and legacy tools effectively. You should have a deep understanding of tool‑calling, structured output generation, and context window management.
• Domain Expertise: Demonstrated experience taking AI models from notebooks to high‑availability environments within highly regulated industries (e.g., P&C Insurance, Banking, or Healthcare).
• Technical Proficiency: Advanced Python skills; deep familiarity with state‑of‑the‑art LLMs (OpenAI, Anthropic). Experience with graph‑based data structures is a plus.
• Cloud Native Agent Infrastructure: Strong experience with AWS or similar cloud providers, with a focus on building scalable, event‑driven architectures that support asynchronous agent tasks.
• Problem Solving: A creative builder mindset capable of architecting solutions in the face of the ambiguity inherent in greenfield agentic projects.
• Communication: Exceptional ability to explain how and why an agent made a specific decision to executive stakeholders, maintaining transparency in autonomous systems.
• Demonstrated ability to embrace AI and apply it to your current role as well as data‑driven insights to drive innovation, productivity, and continuous improvement.

Salary & Benefits

The Canadian CAD base salary range for this full‑time position is — . Your base pay will depend on your experience, skills, education, training, and location among other factors. All full‑time positions or part‑time roles working 30 hours or more a week at Guidewire are eligible for benefits that support their health and well‑being including health, dental, and vision insurance, paid time off, and a company‑sponsored retirement plan. In addition, some roles may be eligible for the annual company bonus plan, commissions, and/or long‑term incentive awards, which are contingent on a variety of factors including, but not limited to, company and employee performance.

Equal Opportunity Employer

Guidewire Software, Inc. is proud to be an equal opportunity and affirmative action employer. We are committed to an inclusive workplace, and believe that a diversity of perspectives, abilities, and cultures is a key to our success. Qualified applicants will receive consideration without regard to race, color, ancestry, religion, sex, national origin, citizenship, marital status, age, sexual orientation, gender identity, gender expression, veteran status, or disability. All offers are contingent upon passing a criminal history and other background checks where it is applicable to the position.