Staff AI Engineer

Summary

What You’ll Do
● Strategic Technical Leadership: Lead the end-to-end AI/ML lifecycle—from strategic
data sourcing and preparation to the architecture, training, and deployment of high-scale
models in our cloud environments.
● Architectural Vision: Define and drive the AI architecture that supports complex
product requirements. You will ensure our AI systems are scalable, maintainable, and
seamlessly integrated into the broader Guidewire ecosystem.
● Rapid Prototyping & Validation: Design and oversee the creation of high-fidelity AI
prototypes to explore "art of the possible" solutions, working closely with stakeholders to
validate the quality, safety, and business relevance of results.
● Optimization & Rigor: Set the standard for model tuning, evaluation frameworks, and
algorithmic performance to ensure our solutions are robust and production-ready.
● Engineering Collaboration: Partner with core engineering teams to build the
infrastructure and CI/CD pipelines (MLOps) required to integrate models into our product
architecture at scale.
● Applied Research: Act as a subject matter expert by conducting deep research into
emerging AI technologies (Generative AI, Agentic workflows, etc.) and translating these
trends into actionable product advantages.
● Mentorship & Excellence: Elevate the engineering organization by mentoring senior
and mid-level engineers, fostering a culture of technical curiosity, and advocating for
operational excellence and responsible AI.

Job Description

Requirements
● Experience: 10+ years of professional experience in software engineering and
implementing ML/AI technologies at scale.
● Modern AI Mastery: Deep expertise in Natural Language Processing (NLP), with a proven track record of building and deploying LLM-based applications, RAG
architectures, and vector databases.
● Full-Stack ML Lifecycle: Demonstrated experience taking AI models from experimental notebooks to high-availability production environments, ideally within highly regulated industries like insurance or finance.
● Technical Proficiency: Advanced programming skills in Python; deep familiarity with modern AI frameworks (e.g., PyTorch, LangChain, LlamaIndex) and data processing libraries.
● Cloud Native: Strong experience with cloud-scale infrastructure, preferably AWS, and a solid understanding of MLOps best practices.
● Problem Solving: A creative builder mindset, comfortable navigating the ambiguity of greenfield projects and evolving technologies.

● Communication: Exceptional ability to synthesize complex technical concepts for executive stakeholders while maintaining deep technical credibility with engineering teams.
● Collaboration: A highly collaborative approach to cross-functional work, with the ability to influence without formal authority and execute against a long-term product vision.

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.

About Guidewire

Guidewire is the platform P&C insurers trust to engage, innovate, and grow efficiently. We combine digital, core, analytics, and AI to deliver our platform as a cloud service. More than 540+ insurers in 40 countries, from new ventures to the largest and most complex in the world, run on Guidewire.

As a partner to our customers, we continually evolve to enable their success. We are proud of our unparalleled implementation track record with 1600+ successful projects, supported by the largest R&D team and partner ecosystem in the industry. Our Marketplace provides hundreds of applications that accelerate integration, localization, and innovation.

For more information, please visit www.guidewire.com and follow us on Twitter: @Guidewire_PandC.

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's applicable to the position.