Staff AI Engineer

Guidewire Software, Inc.

Job Overview

Location

Remote (Canada)

Job Type

Full-time

Full Job Description

📋 Description

• As a Staff AI Engineer at Guidewire, you will provide strategic technical leadership in shaping the company’s AI/ML capabilities, driving innovation that directly impacts how property and casualty insurers leverage intelligent systems to improve underwriting, claims, and customer engagement.
• Your day-to-day responsibilities include leading the end-to-end AI/ML lifecycle—from data sourcing and model architecture to training, deployment, and monitoring in cloud environments—while defining scalable AI architecture that integrates seamlessly with Guidewire’s broader product ecosystem.
• You will collaborate closely with core engineering teams to build MLOps infrastructure and CI/CD pipelines, design high-fidelity prototypes to validate emerging AI concepts (such as Generative AI and Agentic workflows), and establish rigorous evaluation frameworks to ensure model robustness and production readiness.
• Beyond technical execution, you will mentor senior and mid-level engineers, advocate for responsible AI practices, and serve as a subject matter expert who translates cutting-edge research into tangible product advantages that support Guidewire’s mission of enabling insurer innovation and growth.
• This role offers the opportunity to influence long-term AI strategy at a scale that serves over 540 insurers across 40 countries, combining deep technical impact with leadership in a mission-driven, innovation-focused organization.

🎯 Requirements

• 10+ years of professional experience in software engineering with a focus on implementing ML/AI technologies at scale
• Deep expertise in Natural Language Processing (NLP), including proven experience building and deploying LLM-based applications, RAG architectures, and vector databases
• Demonstrated success in taking AI models from experimental stages to high-availability production environments, preferably in regulated industries such as insurance or finance
• Advanced proficiency in Python and modern AI frameworks (e.g., PyTorch, LangChain, LlamaIndex), along with strong experience in cloud-scale infrastructure, ideally AWS, and MLOps best practices
• Exceptional communication skills to convey complex technical ideas to executive stakeholders while maintaining credibility with engineering teams, combined with a collaborative, influence-driven approach to cross-functional work

🏖️ Benefits

• Comprehensive health, dental, and vision insurance plans
• Paid time off and company-sponsored retirement savings options
• Eligibility for annual bonus, commissions, and long-term incentive awards based on performance

Skills & Technologies

Python

AWS

PyTorch

Data Science

Senior

Remote

Degree Required

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Guidewire Software, Inc.

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About Guidewire Software, Inc.

Guidewire Software, Inc. provides core technology platforms to property and casualty insurers worldwide. The company’s cloud-based InsuranceSuite combines policy administration, billing, and claims management with digital engagement and analytics tools. Headquartered in San Mateo, California, Guidewire serves more than 540 insurers across 42 countries, enabling them to streamline operations, launch products faster, and improve customer experience through open APIs and data-driven insights.

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