Senior Technical Program Manager

Summary

Guidewire provides outstanding software for the second-largest financial services industry in the world: insurance. We deliver the core applications that Property and Casualty (P/C) insurers use to build their products, sell policies, settle claims, and bill their customers. We deliver SaaS solutions via Guidewire Cloud that enable our customers to rapidly innovate and drive measurable value. Our Application Platform helps internal developers and customers build innovative insurance applications with the aim to boost developer productivity, establish a vendor ecosystem and leverage the latest cloud technologies.

As a Technical Program Manager, you will play a key role within Application Platform organization, driving projects internally (and with other teams). You will be responsible to drive and coordinate major platform and cloud service initiatives with the highest degree of complexity. Your impact will be felt across the organization. You will spend a significant proportion of your time developing the capabilities of the team as a whole.

Job Description

What you’ll do

• Lead end‑to‑end planning and execution of complex, multi‑team technical programs across platform, cloud operations, product engineering, data, and security to support PDO’s goals in reliability, security, and gross margin improvement.
• Partner with engineering, product management, design, QA, business stakeholders, and infrastructure teams to define scope, problem statements, success metrics, and delivery milestones for initiatives such as GenAI “lifts,” cloud reliability improvements, and new platform capabilities.
• Develop, maintain, and continuously refine integrated program plans—including timelines, dependency maps, risk registers, and release plans—to ensure programs land on time, within scope, and with clearly defined business outcomes.
• Manage cross‑functional dependencies, proactively identify and remove blockers, and escalate risks with data‑driven options so teams can move quickly while maintaining quality, compliance, and customer trust.
• Facilitate agile ceremonies, technical deep dives, architecture and design discussions, and regular program syncs that align teams around priorities, trade‑offs, and delivery commitments across loosely coupled domains.
• Implement and evolve program governance, reporting cadences, and operational best practices that improve transparency, decision‑making, and execution efficiency across PDO and partner organizations.
• Define and own program‑level KPIs (e.g., reliability, incident metrics, development velocity, technical debt reduction, cloud and data platform adoption, infrastructure stability), track variances, and drive course‑corrections based on data and continuous feedback.
• Ensure technical readiness for production releases—including security posture, scalability, performance, disaster recovery dependencies, and operational health—aligned with Guidewire’s security and compliance standards.
• Collaborate with leadership to drive change management, refine processes, and align programs with Guidewire’s broader vision to embed AI and GenAI across products and operations, including initiatives like the Agentic AI Platform and cloud adoption accelerators.
• Influence platform and tooling direction by identifying opportunities to streamline developer workflows, improve operational efficiency, and better support AI, cloud, and data platform adoption across PDO and other teams.
• Manage relationships with vendors and third‑party service providers where applicable, including contract and SLA considerations, to ensure external dependencies support program outcomes and service reliability.
• Act as the “glue” that connects high‑velocity, distributed teams, ensuring alignment with Guidewire’s mission to transform how P&C insurers operate through a secure, scalable, AI‑enabled cloud platform.
• 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.
  
  

Required Skills & Experience

• 12+ years of total professional experience, including 5+ years in technical program management driving complex, multi‑team software initiatives, preferably in cloud, infrastructure, or platform environments.
• Strong understanding of the software development lifecycle and agile or hybrid delivery models, with the ability to work effectively with engineering, product, operations, and security teams.
• Solid grasp of modern software architecture, cloud systems (e.g., distributed, multi‑tenant SaaS), and platform engineering concepts such as reliability, observability, and scalability.
• Proven track record of designing and running metrics‑driven programs: defining KPIs, building dashboards or reporting mechanisms, and using data to guide decisions, communicate impact, and improve program performance.
• Hands‑on experience with engineering planning and tracking tools (e.g., JIRA, Aha!, Confluence, Google Sheets) to manage backlogs, dependencies, and status reporting at scale.
• Exceptional stakeholder management and communication skills, including the ability to simplify complex technical topics for executives and non‑technical partners, and to drive alignment among diverse viewpoints.
• Proficiency with change management principles and techniques—able to guide teams through new processes, tools, and ways of working while minimizing disruption and resistance.
• 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.
  
  

Preferred Skills & Experience

• Experience leading programs related to cloud operations, platform reliability, AI/ML or GenAI features, or large‑scale data platforms.
• Background in or exposure to P&C insurance or other highly regulated industries, particularly in cloud or SaaS environments.
• Experience with vendor management, including understanding of SLAs, contract implications, and how external partners fit into critical program paths.
• Prior experience in organizations undergoing significant cloud, AI, or data platform transformation, especially where operational excellence and innovation must be balanced.
• BS/MS in Computer Science, Engineering, or a related technical field—or equivalent demonstrated technical proficiency through experience.
  
  

Your Impact

We believe in clarity and setting you up for success. In your first months, you’ll immerse yourself in PDO’s FY26 VPMOM, understand our AI, cloud, and data platform priorities, and take ownership of one or more high‑impact programs—such as reliability and security improvements, GenAI‑enabled product capabilities, or cross‑region disaster recovery and readiness initiatives.

You’ll establish program structures, clarify goals and KPIs, and build trusted relationships with engineering, product, security, operations, and go‑to‑market leaders. As your programs mature, you’ll be accountable for measurable outcomes like improved service reliability, faster time‑to‑market for AI‑infused features, increased adoption of cloud and data platform capabilities, and reduced operational toil. Your work will directly support Guidewire’s mission to combine digital, core, analytics, and AI into a cloud platform that helps P&C insurers operate more efficiently and deliver better experiences to their customers worldwide.

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.