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About the Role

In this Senior Software Engineer role, you’ll be the engineering front line for complex customer scenarios—triaging production issues, engineering hotfixes, and building the tools that keep our platform reliable at scale. You’ll apply deep SaaS full‑stack expertise across Python, FastAPI, TypeScript, and React to improve observability, streamline customer implementations, and unlock the full value of our AI‑infused product strategy. This is an opportunity to contribute directly to Guidewire’s mission to transform how the world’s P&C insurers do business through cloud, analytics, and AI, while shaping how our platform runs in real customer environments every day.

Responsibilities

Lead technical triage for high‑impact, full‑stack production issues, investigating 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 by designing and implementing configuration changes, REST API integrations, and data flows aligned with Product Strategy priorities.
Design, build, and maintain internal tools, admin utilities, CLI scripts, and workflow automations to reduce implementation effort and time, and help teams achieve operational excellence and measurable customer value.
Expand platform observability by enhancing dashboards, alerts, and runbooks using tools like Datadog, Sentry, and CloudWatch, helping detect and resolve issues before they affect customers.
Improve and harden CI/CD and deployment pipelines to support secure, scalable, and efficient operations.
Collaborate with core engineering to turn recurring field issues and customer feedback into prioritized backlog items, influencing roadmap decisions.
Communicate clearly and calmly with both technical and non‑technical stakeholders, translating complex technical findings into actionable next steps.

Requirements

Demonstrated ability to embrace AI and apply it 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.
A customer‑focused engineering mindset, with experience partnering closely with implementation, support, or customer success teams.
Clear, concise communication skills and the ability to document runbooks, post‑incident findings, and technical designs for diverse audiences.
Experience in enterprise or B2B platforms, ideally in cloud or data‑intensive domains; exposure to insurance or financial services is a plus.
Background working on or alongside product/platform strategy, SRE, or platform engineering teams focused on reliability, scalability, or AI‑driven capabilities.
Familiarity with infrastructure‑as‑code (e.g., Terraform, CloudFormation) and secure coding practices for multi‑tenant SaaS.
Experience contributing to roadmap discussions or influencing product direction based on production and customer insights.
Bachelor’s degree in Computer Science, Engineering, or a related field, or equivalent practical experience.

Skills

Python
FastAPI
TypeScript
React
AWS
Datadog
Sentry
CloudWatch
REST API integrations
CLI tools
Workflow automations
Infrastructure-as-code
Terraform
CloudFormation
Secure coding practices

Location

Remote

Work Type

Full-time

Experience Level

Senior
6+ years

Education Level

Bachelor’s degree in Computer Science, Engineering, or a related field, or equivalent practical experience.

Salary/Compensations

CAD 108,000.00 - 135,000.00

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
Health, dental, and vision insurance
Company sponsored retirement plan
Annual company bonus plan
Commissions
Long term incentive awards

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.

Equal Opportunity

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.