Project Manager - Enterprise Software Implementation

Project Manager

Summary

Our Professional Services (PS) team partners with P&C insurers worldwide to implement, optimize, and accelerate value from Guidewire’s cloud platform, combining core, digital, analytics, and AI capabilities to transform how insurers operate. We work as one global team, with a culture rooted in determination, collaboration, continuous improvement, and bravery, helping customers adopt our technology efficiently and confidently.
As a Project Manager, you will lead complex, multi-party implementation and transformation projects on Guidewire’s core applications, ensuring they deliver measurable customer value while reducing implementation effort and time. You will manage cross-functional Agile teams, partners, and customer stakeholders, owning scope, budget, risk, and delivery quality across one or more programs. This is a high-visibility role that directly supports PS priorities to revolutionize services execution, embed AI-powered methods, and remove barriers to cloud adoption for our global customers.

Job Description

What you’ll do

• Lead end-to-end delivery of multiple enterprise-scale Guidewire implementation or transformation projects, from initiation through go-live and stabilization, ensuring predictable delivery on scope, schedule, budget, and defined business outcomes.

• Run Agile ceremonies (Sprint Planning, Backlog Refinement, Daily Scrums, Reviews, and Retrospectives) for one or more teams, coaching them to follow Guidewire’s delivery methodology and continuously improve ways of working.

• Own project governance: facilitate steering and working sessions, manage decision logs and action items, and drive effective escalation and resolution across customers, partners, and internal executives.

• Proactively manage scope, dependencies, risks, and issues—including partner and vendor contributions—developing and executing mitigation plans that protect value, timelines, and quality.

• Coordinate onshore/offshore resources across multiple geographies, aligning backlog, capacity, and release plans with Professional Services priorities 

• Collaborate with Professional Services and Product teams to adopt new AI-enabled methods and automation that streamline delivery and deploy AI capabilities across Guidewire-led and partner-led projects.

• Manage commercial aspects of your projects, including forecasting, tracking financials and costs, and ensuring profitable, sustainable delivery that supports PS revenue, bookings growth, and margin targets.

• Maintain a strong customer focus, ensuring every engagement positions Guidewire as a trusted partner and contributes to our broader mission to transform how the world’s P&C insurers do business through cloud, analytics, and AI.

• 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

• 8 to 10 years of overall experience, including 3+ years of project management experience leading complex enterprise software implementation projects in a customer-facing role.

• Proven experience managing full project lifecycles (initiate–plan–execute–close), with hands-on ownership of scope, schedule, budget, quality, and stakeholder communication.

• Strong leadership skills with the ability to guide, influence, and motivate cross-functional and distributed teams (including partners) to achieve shared outcomes.

• Experience with Agile delivery (Scrum or similar) and structured project management practices (e.g., PMP, PRINCE2, or equivalent), including risk and issue management, governance, and change control.

• Excellent communication, facilitation, and negotiation skills, with the ability to translate complex technical concepts into clear, actionable insights for both business and IT stakeholders.

• Proficiency with tools such as Jira or Rally, Confluence or SharePoint, and project planning tools like Microsoft Project (or equivalent).

• Solid understanding of enterprise software implementation concepts, including integration, data migration, testing, and cutover, ideally within Java-based environments.

• Demonstrated ability to leverage AI and data-driven insights to drive innovation, improve productivity, and enable continuous improvement.

Preferred

• Experience in P&C insurance or related financial services domains.

• Background in Professional Services or consulting, including working closely with implementation partners and vendors.

• Experience applying Lean, Six Sigma, or similar continuous improvement approaches in delivery environments.

• Scrum Master or Agile-related certification.

• Bachelor’s degree in Information Technology, Computer Science, Engineering, Business, or a related field (or equivalent practical experience).

Your Impact

We believe in clarity and setting you up for success. In your first months, you will take ownership of one or more in-flight or new Guidewire implementation projects, building trust with customer sponsors, internal stakeholders, and partner teams while stabilizing delivery plans and governance. You will drive measurable improvements in delivery predictability, effort reduction, and time-to-value, contributing directly to Professional Services goals to cut implementation effort and time, scale AI-enabled services, and deliver a consistently excellent customer experience. As you grow in the role, your work will influence how customers experience Guidewire’s platform, how partners deliver with us, and how we continuously evolve our methodologies and AI-enabled practices to transform the way the world’s P&C insurers do business, reinforcing Guidewire’s leadership in cloud and AI-powered insurance technology.

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.

Experience Level

Mid Level