Technical Program Manager

Posted:
7/6/2026, 9:49:01 AM

Location(s):
Toronto, Ontario, Canada ⋅ Ontario, Canada

Experience Level(s):
Mid Level ⋅ Senior

Field(s):
Product

Workplace Type:
Remote

Summary

Guidewire is widely recognized as the leading provider of software solutions for the Property & Casualty (P&C) Insurance industry and is actively working to extend its market leadership by delivering the next generation of cloud solutions to solve key challenges our customers face. These innovative solutions will empower our customers to unlock innovation, pursue new market opportunities, and reimagine how they do business in P&C.

We are seeking a Technical Program Manager (TPM) to join the Application Platform team, operating at the intersection of Engineering, Data Science, Product Management, and cross-functional leadership. This individual will be working with the Engineering Pods, Product Managers, Product Operations, Security, Site Reliability, and Leadership teams. This candidate plays a critical role in ensuring the successful and timely delivery of high-impact product features and capabilities.

The TPM will serve as a trusted partner to both Engineering and Product, driving alignment on priorities, owning execution plans, emphasizing data quality, optimizing model performance across products, and following SDLC with feature development. This person is fully accountable for end-to-end delivery, from planning, risk mitigation, and scoping through implementation and release, ensuring outcomes meet both technical and business objectives. In addition, this candidate is expected to proactively identify and remove roadblocks to delivery.

This role requires excellent communication skills, and the ability to influence and coordinate across a broad range of stakeholders across different timezones. A strong technical background around Cloud technologies, micro services, distributed systems, AWS, and/or Big Data ecosystem concepts are preferred. The ideal candidate thrives in a dynamic environment, brings structure to ambiguity, and is passionate about innovation and execution excellence.

In this role, the TPM will work closely with Engineering leadership to drive operational rigor, and with Product leadership to ensure delivered solutions are aligned with our customer needs and strategic goals.

Job Description

 Responsibilities

  • Own and be accountable for key initiatives on the Application Platform teams, driving the end-to-end delivery of complex, cross-functional initiatives from initiation through launch and post-release success

  • Cultivate a culture and collaboration between stakeholders to drive shared context, effective data collection, integration, and utilization

  • Navigate ambiguity and evaluate complex situations, making data-informed decisions and aligning stakeholders to drive toward shared goals

  • Work closely with development, product management, other engineering teams and operations to design, scope, and orchestrate execution

  • Continuously assess and evolve key areas for improvement, implement scalable solutions, and foster a culture of continuous improvement that increases efficiency, execution quality, and team collaboration

  • Identify, manage, and coordinate dependencies and integrations across projects, teams, and systems to ensure smooth execution and alignment

  • Thrive in dynamic, fast-paced environments, adapting to shifting priorities and evolving business needs with composure and focus

  • Facilitate program governance by identifying, analyzing, and prioritizing risks, and developing mitigation and contingency plans

  • Proactively manage stakeholder expectations, ensuring alignment on priorities, timelines, and deliverables throughout the program lifecycle

  • Communicate effectively at all organizational levels — through well-structured verbal updates, written summaries, and visual dashboards

  • Lead cross-functional meetings and workshops, while guiding teams on best practices, process adherence, and delivery excellence

  • Build and maintain detailed program and project schedules, highlighting key tasks, milestones, and critical paths across multiple teams

  • Implement and refine Agile/Scrum/Kanban frameworks across teams to improve predictability and transparency


Desired Qualifications

  • 5+ years of experience managing complex, cross-functional software development or cloud infrastructure programs in a fast-paced environment

  • Bachelor's degree in Information Technology, Computer Science, Engineering, or a related field

  • Experience with interdisciplinary teams leading programs using Cloud technologies, micro services, distributed systems, AWS, Big Data ecosystem concepts

  • Excellent leadership, communication, and interpersonal skills

  • Familiarity with Jira, Confluence, Aha or other project tracking and reporting tools is a plus

  • Professional Program/Project Management certifications a plus

  • Familiarity with usage of AI capabilities of project tracking and reporting tools is a plus 
     

The Canadian CAD base salary range for this full-time position is $98,000 - $123,000. 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.

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.