Summary
We are seeking a visionary leader to design and drive our enterprise transformation initiatives focused on building competency in AI across all aspects of our work. In this senior role, you will initially focus on reshaping processes, operating models, and workforce capabilities within the Operations and People team.Acting as the AI business architect for the PERA organization, you will lead by example—creating a successful "blueprint" for AI adoption in internal functions that will eventually scale enterprise-wide. A critical immediate priority will be developing the AI strategy for the PERA team readiness transformation.
Job Description
Responsibilities:1. Strategy & Readiness TransformationAI Readiness Strategy: Develop the specific AI strategy for the readiness transformation, by shifting enablement content creation from manual development to an AI-first model. You will define how AI is used to generate, curate, and maintain high-value enablement materials.
AI-Driven Knowledge Management: Design and implement the strategy for how content is managed and retrieved, moving away from static repositories to dynamic, AI-enabled knowledge bases that serve the right content at the right time.
Operating Model Design: Design an "Agentic Automation Operating Model" and maturity assessment framework that can be tested within Operations and People teams before broader rollout.
Strategic Governance: Design governance frameworks that enable structured collaboration between business stakeholders and technology teams, ensuring initiatives deliver sustained adoption rather than isolated deployments.
Workforce Capability Building: Design and lead capability-building programs that enable HR and Ops teams to design and run their own AI-assisted processes.
Experiential Learning: Address skills gaps through practical, on-the-job experience with new AI content tools rather than formal training alone. Working closely with our IT team and technical organisations.
Blueprint for Scale: Position the Operations and People functions as the internal standard for AI & automation, using their success to influence internal operations and eventually external, customer-facing activities.
Adoption & Behavior Change: Ensure automation and AI are embedded into day-to-day work, driving long-term behavior change and managing the cultural shift required for an AI-first organization.
Internal Tooling: Partner with the CIO org to design and deliver internal AI tools (based on LLMs) to provide technical and business advisory support to internal users regarding automation maturity.
Experience: 8–12+ years of experience in Business Transformation, Strategy & Operations, or Sales/People Enablement Leadership and Shared services at an enterprise level. Proven track record of leading large-scale change initiatives in high-growth technology environments.
Strategic Leadership: Demonstrated ability to design and own enterprise-wide operating models and governance frameworks.
AI & Content Fluency: Deep expertise in Generative AI (LLMs) and Agentic Automation. Specifically looking for experience applying AI to Knowledge Management and Content Lifecycles—shifting from manual creation to AI-driven generation and retrieval.
Transformation & Change: Expert command of Change Management methodologies with a focus on behavioral transformation. Ability to drive "citizen developer" cultures and design capability-building programs that bridge the gap between technical tools and business users.
Stakeholder Influence: High emotional intelligence with the ability to operate at a senior leadership level. Proven success acting as a bridge between technical teams (Product/Engineering/BizTech) and business stakeholders (HR, Sales, Ops) to drive alignment and adoption.
Education: Bachelor’s degree required; MBA or relevant advanced degree in Operations, Organizational Design, or Technology Strategy preferred.
At our company, we prioritize our customers’ success and pride ourselves on delivering innovative, high-impact solutions. We foster an environment of engineering excellence, accountability, and continuous improvement, ensuring our team thrives in an ever-evolving industry.
We value collaboration and determination, facing challenges with resilience while maintaining humility and openness to feedback. Most importantly, we cherish the strong sense of community within our team, celebrating successes and finding joy even in the toughest moments. If you’re ready to make a meaningful impact and grow with a dynamic, values-driven team, we’d love to hear from you.
The US base salary range for this full-time position is $248,000 - $372,000 . 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.Disability Accommodations and Guidewire’s Appeals Process. Guidewire provides accommodations to the hiring process to create a fair opportunity for candidates with disabilities to contend for open positions. Accommodation requests should be directed to [email protected]. If things do not go as hoped, we invite you to use our appeals process. Guidewire promises to independently review any denied accommodation and any decision not to offer you the position. The appeals process is the same in either case. Within five business days of receiving a notice of denial of an accommodation, or receiving a notice of your non-selection for a vacancy, e-mail [email protected] to make an appeal. Guidewire will assign a new decision-maker to review the request and/or hiring decision, who will then notify you in writing of a decision within 10 business days.
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.
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