Technical Program Manager

Guidewire Software; Toronto; Hybrid; CAD 98,000 - 123,000; Full time

Benefits offered by this job

Health insurance

Dental plan

Vision insurance

Paid time off

Retirement plan

Job summary

Guidewire Software in Toronto is seeking an experienced Technical Program Manager to lead cloud infrastructure initiatives with Engineering, leveraging Kubernetes and AWS. This role focuses on delivering scalable infrastructure, cost optimization, and security in Guidewire Cloud.

You will plan cross-functional programs, define metrics, and drive data-driven decisions with senior leaders. Office-based with hybrid flexibility in Toronto’s tech ecosystem.

Qualifications

• 3+ years of project/program management experience leading complex technical projects with preference for cloud-based solutions or infrastructure projects.
• Strong experience using work planning and tracking tools like Jira, Aha, Trello, Asana to improve how teams manage and report progress.
• Understanding of Platform Engineering and its value to the organization.
• Bias toward metrics-driven decision making and owning key program metrics.
• Ability to align fast-moving teams and facilitate senior leadership decision making.
• Demonstrate AI-first mindset for planning and execution tracking.

Responsibilities

• Own, plan and deliver cross-functional initiatives and complex features with senior leadership visibility.
• Define and measure platform metrics; drive data-driven improvements and corrective actions.

Skills

Project management

Cloud-based solutions

Jira/Aha/Trello/Asana

Platform Engineering

Metrics-driven

Cross-functional alignment

AI mindset

Education

BS/MS in CS or Math

Tools

AWS

Kubernetes

GCP

Azure

Job description

Summary

Are you an experienced Technical Program Manager who is excited about Cloud Infrastructure and partnering with Engineering teams leveraging cutting edge cloud natives technologies to deliver modern, highly reliable and scalable infrastructure? Does the world of Kubernetes, AWS, PaaS, excite you? Are you passionate about topics like Security, Cost Optimizations in Cloud? If so, we would like to meet you!

Summary

Are you an experienced Technical Program Manager who is excited about Cloud Infrastructure and partnering with Engineering teams leveraging cutting edge cloud natives technologies to deliver modern, highly reliable and scalable infrastructure? Does the world of Kubernetes, AWS, PaaS, excite you? Are you passionate about topics like Security, Cost Optimizations in Cloud? If so, we would like to meet you! 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. Guidewire Cloud is powered by the highly resilient Amazon Web Services (AWS) cloud infrastructure, with SLAs backed by experienced Guidewire teams and SaaS-certified partners spanning application management, system administration, security and compliance, upgrades, QA testing, health checks, and other services.

Job Description

What you get to do:

• Own, Plan and Deliver key cross functional initiatives, technical projects and complex features that will have the highest visibility with senior Engineering and Product leadership (Directors, Sr. Directors and VP).
• Recommend, Define and Measure metrics that should matter for Platform teams. Lead teams in being more data driven when making decisions. Own those metrics, inspect for variances, propose corrective actions and drive changes to improve outcomes.

What You Bring To Guidewire

• 3+ years of experience in project/program management experience leading complex technical projects with strong preference to delivering cloud based solutions or managing Infrastructure projects.
• Strong experience with using work planning and tracking tools like Jira, Aha, Trello, Asana etc to improve how teams manage & organize their work and report on progress.
• Understanding of Platform Engineering, and how they contribute value to the organization.
• Strong bias to being Metrics-driven: Experience determining effective program critical metrics and using them to measure program success and issues.
• Be the glue that tightly aligns the otherwise loosely coupled, fast moving and high velocity teams.
• Courage to pick up ambiguous problems, conduct independent research and facilitate decision making with Senior Leaders.
• Demonstrate AI first mindset when it comes to work planning and execution tracking.

Nice to Have

• Advocate and active follower of cloud technologies and market trends.
• Experience with Product or Engineering Operations.
• Prior experience with managing Data Centers, Security, FinOps teams.
• Technical Certifications on AWS, GCP, Azure, Kubernetes, Security or other cloud native technologies.
• BS/MS degree (Computer Science or Math) or equivalent level of proven professional proficiency

What You Should Know About This Role

• This is not a Scrum Master role.
• This position reports directly into Director, Program Management.
• This is an office-based position based out of Toronto, with the flexibility to work from home as applicable.
• References:
• How our CCS group operates: https://medium.com/guidewire-engineering-blog/a-day-in-the-life-of-a-cloud-common-services-engineer-c67cf3debc57
• Our architecture and technologies we use; https://medium.com/guidewire-engineering-blog/guidewire-cloud-why-hybrid-tenancy-is-the-right-choice-56a0ff176032 and https://medium.com/guidewire-engineering-blog/guidewire-cloud-why-hybrid-tenancy-is-the-right-choice-part-2-of-2-ba22c9888bb8

The Canadian CAD base salary range for this full-time position is 98,000.00 - 123,000.00. 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.