guidewire

Senior Software Engineer

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At a Glance

Location
Canada - Toronto, Canada
Work Regime
hybrid
Employment
Full time
Experience
6+ years
Posted
2026-07-29

Key Requirements

Required Skills

AWSDockerPythonREST APIReactTerraformTypeScript

Domain Knowledge

  • Engineering
  • Finance
  • Insurance
  • SaaS

Benefits & Perks

Health Insurance

health, dental, and vision insurance, paid time off, and a company sponsored

Requirements

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.

6+ years of experience building, maintaining, or supporting SaaS or enterprise web applications in production environments.

Strong hands‑on experience with Python (ideally FastAPI or similar frameworks) and TypeScript/React across both front‑end and back‑end services.

Proven diagnostic skills: comfortable tracing distributed requests, analyzing logs and metrics, profiling performance, and debugging complex production issues under time pressure.

Experience working in AWS‑based, containerized environments (e.g., ECS, EKS, Docker), with practical familiarity with observability tooling such as Datadog, Sentry, or CloudWatch.

Demonstrated experience building REST API integrations, CLI tools, admin portals, or workflow automations to solve operational or customer onboarding challenges.

Compensation & Benefits

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

Guidewire also embraces a culture of in‑person interviews for all applicants and onsite orientation for all new hires, so you can build strong relationships from day one and fully experience our inclusive, collaborative culture.

Responsibilities

Lead technical triage for high‑impact, full‑stack production issues: investigate logs, traces, API calls, and database behavior to identify root causes quickly and implement safe, targeted hotfixes and patches.

Partner with implementation, Product, and customer success teams to unblock complex customer rollouts—designing and implementing configuration changes, REST API integrations, and data flows that align with our Product Strategy priorities around AI, cloud, and data platform adoption.

Design, build, and maintain internal tools, admin utilities, CLI scripts, and workflow automations that reduce implementation effort and time, and help teams achieve our goals for operational excellence and measurable customer value.

Expand platform observability by enhancing dashboards, alerts, and runbooks using tools like Datadog, Sentry, and CloudWatch, helping us detect and resolve issues before they affect customers and supporting our reliability and gross margin targets.

Improve and harden our CI/CD and deployment pipelines to support secure, scalable, and efficient operations that align with Product Strategy’s focus on operational excellence and cloud readiness.

Collaborate with core engineering to turn recurring field issues and customer feedback into prioritized backlog items, influencing roadmap decisions around AI‑powered features, new product categories, and global market readiness.

About the Company

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.