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Senior Director, Head of Services AI Solutions

Guidewire Software
Remote (USA), United States, United StatesRemotefull_timeVerifiedPosted 11 Sept 2025
💰 $262,000/yr($174,000/yr$262,000/yr)

About the role

Summary

The Head of Services AI will lead the AI-driven transformation of our 900-person Professional Services (PS) organization.

Job Description

Role Summary

The Senior Director, Head of Services AI Solutions plays a critical role in the transformation of our Professional Services (PS) organization through the development and deployment of cutting-edge AI technologies. 

Head of AI/ML Solutions will lead the design, development, and delivery of AI and machine learning-based solutions across our software services portfolio. This role combines strategic solution delivery leadership with hands-on innovation to drive value for clients through intelligent automation, predictive modeling, and advanced data insights.

As the technical counterpart to the Head of Services AI, this role will lead the architecture, development, and integration of AI tools and platforms that accelerate services delivery and operational efficiency. This individual will translate business goals into scalable, technically sound AI solutions and ensure their successful implementation across the PS lifecycle.

Core Responsibilities

AI Architecture & Tooling Execution

  • Overall ownership of solution architecture, platform integration, prototyping, model tuning for Professional Services AI use cases.

  • Lead the design and development of AI-driven solutions for use in customer implementations and internal operations (e.g., project planning, forecasting, configuration, testing, and staffing).

  • Architect scalable, domain-tuned solutions using generative AI, NLP/NLG, code generation, and RPA technologies.

  • Evaluate, prototype, and integrate AI tools and platforms aligned to the unique needs of the P&C insurance domain and our SaaS architecture.

  • Partner with the enterprise Data and AI teams to leverage shared tools, models, and infrastructure.
     

Prototyping & Delivery Readiness

  • Rapidly prototype AI capabilities (e.g., chatbot requirement gatherers, config generators, test script builders) and transition them into production use with clear MLOps practices.

  • Build and maintain reusable AI components, APIs, and service wrappers for internal and customer-facing PS use cases.

  • Partner with delivery teams to test and refine AI tools in live environments to ensure stability, performance, and ROI.
     

Product & Engineering Collaboration

  • Work closely with Product Development teams to understand native AI capabilities in our core product and identify integration points.

  • Influence product roadmaps by identifying platform-level enablers needed to support scalable AI-assisted delivery.

  • Ensure seamless integration of AI solutions with product APIs, data models, and deployment pipelines.
     

Operational Optimization with AI

  • Partner with internal PS operations teams to automate and optimize planning, estimating, staffing, and project execution tasks using AI.

  • Support internal data models and systems that enhance predictability, staffing optimization, and delivery margin improvements.
     

Cross-Functional Collaboration & Governance

  • Contribute to AI governance, model testing standards, and compliance guardrails across PS workflows.

  • Support the Head of Services AI in defining ethical AI practices and ensuring data privacy/security in model development and use.

  • Serve as a technical liaison to enterprise architecture, security, and compliance teams as AI capabilities scale.
     

Team & Capability Development

  • Mentor and guide PS AI developers and automation engineers in building and maintaining high-value tools.

  • Cultivate an internal developer community around AI capabilities, reusable assets, and APIs.

  • Drive continuous learning and upskilling across the team on emerging AI technologies and development practices.

Success Metrics

  • AI tools deployed with measurable impact on implementation speed and quality.

  • Scalable architecture and platform integrations for sustained usage.

  • Technical innovation that supports business goals of reducing delivery footprint by 50–80%.

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Company

Guidewire Software

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