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Guidewire SoftwareGS

Staff AI Engineer

Guidewire Software is a technology company providing a comprehensive software platform for the Property and Casualty (P&C) insurance industry, enabling insurers to engage, innovate, and grow efficiently.

Guidewire Software

Employee count: 1001-5000

Canada only

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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.

About the job

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Posted on

Job type

Full Time

Experience level

Experience

10 years minimum

Location requirements

Hiring timezones

Canada +/- 0 hours

About Guidewire Software

Learn more about Guidewire Software and their company culture.

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Guidewire Software, Inc., commonly known as Guidewire, is an American software company that provides an industry platform for property and casualty (P&C) insurance carriers globally. Founded in 2001 and headquartered in San Mateo, California, Guidewire offers a comprehensive suite of software solutions designed to support the core operations, digital engagement, analytics, and artificial intelligence needs of P&C insurers. The company's flagship products include InsuranceSuite, which comprises PolicyCenter, ClaimCenter, and BillingCenter, addressing policy administration, claims management, and billing. Guidewire also offers InsuranceNow, a cloud-based, all-in-one solution for insurers, as well as various analytics and data management tools.

Guidewire's platform is engineered to help insurers enhance operational efficiency, improve customer engagement, and drive innovation in a rapidly evolving market. The company serves a diverse client base, ranging from new ventures to some of the largest and most complex insurance organizations in the world. With a significant global presence, Guidewire supports over 570 insurers across more than 40 countries. The company emphasizes a cloud-first approach, delivering its platform as a cloud service and continually investing in research and development to advance its offerings. Guidewire also fosters a large partner ecosystem and marketplace, providing customers with access to a wide array of applications to accelerate integration, localization, and innovation. The company is publicly traded on the New York Stock Exchange (NYSE: GWRE).

Employee benefits

Learn about the employee benefits and perks provided at Guidewire Software.

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Wellness programs

Access to wellness programs.

Paid Sick Leave

Paid sick leave is provided.

401(K)

Guidewire offers a 401(K) plan.

Wellness days

Company-provided wellness days.

View Guidewire Software's employee benefits
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Guidewire Software

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