Technical Program Manager

Summary Product Development & Operations (PDO) at Guidewire builds and runs our cloud platform and product portfolio that power P&C insurers globally, with a strong focus on AI, cloud, and data platform adoption to deliver measurable value for customers. You will join a team that blends deep engineering, operations, and customer-centric thinking to achieve secure, reliable, and efficient cloud operations at scale. We work collaboratively across functions, combining insurance domain expertise with modern cloud technologies to continuously improve our platform. In this role, you will lead complex, cross-functional cloud programs that sit at the intersection of Engineering, SRE, Security, Customer Success, and Guidewire Global Support. You will be accountable for end-to-end delivery of cloud operations initiatives that improve reliability, security, compliance, and cost efficiency of Guidewire Cloud. We are looking for a technically fluent program manager who can bring structure to ambiguity, drive alignment across teams, and use data and AI-driven insights to ensure our cloud platform scales with our customers and advances Guidewire’s mission to transform how the world’s P&C insurers do business. Job Description What you’ll do Manage complex, multi-month Guidewire Cloud programs independently, from initial scoping and planning through execution, launch, and stabilization, ensuring outcomes align with PDO priorities of operational excellence, security, and measurable customer value. Lead cross-functional delivery across Engineering, SRE, Security, Technical Account Management, Customer Success, and GGS to build and optimize cloud infrastructure, enforce cloud compliance standards, and execute decommission and migration strategies. Own integrated program roadmaps, schedules, and dependency maps across teams and systems; proactively identify risks, predict bottlenecks weeks in advance, and drive clear mitigation plans and trade-off decisions with stakeholders. Translate business needs and platform objectives into concrete technical workstreams and backlogs, using data, metrics, and cloud telemetry to prioritize and continuously refine execution plans. Drive improvements in reliability, security posture, and cost efficiency in line with PDO’s FY26 focus on secure, scalable operations, NIST CSF improvements, and gross margin targets. Establish and continuously improve program rituals (status reviews, stakeholder updates, risk reviews) that create transparency, support data-driven decision-making, and keep teams aligned on objectives and key results. Mentor and share best practices across the TPM and cloud operations community. At Guidewire, we foster a culture of curiosity, innovation, and responsible use of AI—empowering our teams to continuously leverage emerging technologies and data-driven insights to enhance productivity and outcomes. What you’ll bring Required: 5 - 8 years of overall IT experience, including 3+ years of experience managing complex technology projects/programs with a strong focus on cloud-based services and infrastructure such as AWS and Kubernetes. Good understanding of AWS managed services lifecycle management (RDS, Aurora, EKS, EC2, IAM, networking) and cloud upgrade/deprecation strategies. Good Understanding of managing multi-tenant SaaS platforms and customer-facing maintenance/release programs. Experience managing large-scale platform upgrades, migrations, decommission programs, and customer-impacting maintenance activities. Proven track record driving cross-functional initiatives end-to-end—defining scope, building plans, managing risks, and delivering against clear business and technical outcomes. Solid understanding of agile concepts and tools, with experience using systems like Jira and Confluence (or similar) to manage backlogs, track progress, and communicate status. Strong analytical and problem-solving skills, with the ability to make sound judgments under uncertainty and to use metrics to inform decisions and measure impact. Excellent communication and stakeholder management skills, capable of influencing without authority and aligning diverse technical and non-technical partners. Demonstrated ability to bring structure to ambiguity, simplify complexity, and drive clarity in fast-changing environments. Demonstrated ability to embrace AI and apply it to your current role as well as data-driven insights to drive innovation, productivity, and continuous improvement. Bachelor’s degree in Information Technology, Computer Science, or related field, or equivalent practical experience. Preferred: Master’s degree in a relevant technical or engineering discipline. Experience working in or closely with SRE, Security, or large-scale cloud operations teams, especially in a SaaS or platform environment. Experience in or exposure to the P&C insurance, insurtech, or other regulated industries where security, compliance, and reliability are critical. Familiarity with tools such as Monday, Aha, or other program/portfolio management and reporting tools. Professional program or project management certifications (e.g., PMP, PgMP, Agile, Scrum) or equivalent experience. Direct experience with Guidewire Cloud or large-scale multi-tenant cloud products is a plus. Your Impact We believe in clarity and setting you up for success. In your first six months, you will take ownership of one or more high-impact Guidewire Cloud programs focused on operational excellence—such as improving reliability and incident response, advancing cloud compliance and security posture, or optimizing infrastructure and decommission strategies in support of PDO’s FY26 VPMOM. You will create integrated program plans, align stakeholders across Engineering, SRE, Security, Customer Success, Guidewire Global Support, and Professional Services, and use data and AI-driven insights to track progress against clear metrics like availability, compliance adherence, and cost efficiency, ultimately helping ensure customers are successful, referenceable, and realize measurable value from Guidewire’s platform. Over time, your work will influence how we run our cloud at scale, how quickly we can bring new AI-powered capabilities to customers, and how effectively Guidewire delivers on its mission to transform the way P&C insurers do business worldwide. What’s in it for you The people we employ give their all, and in return, we offer flexibility wherever we can, such as: Flexible work environment Health and Wellness benefits Paid time off programs including volunteer time off Market-competitive pay and incentive programs Continual development and internal career growth opportunities All new hires participate in our in-person orientation process, where you’ll connect with colleagues, learn about our products and culture, and see how your role contributes to Guidewire’s broader mission and our commitment to customer success. 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.