Senior Site Reliability Engineer

Guidewire Software; Toronto; On-site; CAD 118,000 - 148,000; Full time

Benefits offered by this job

Health insurance

Dental insurance

Vision insurance

Company-sponsored retirement plan

Job summary

Guidewire Software is seeking a Senior Site Reliability Engineer in Toronto, Ontario. This role demands deep technical expertise and a passion for customer interactions. You'll ensure reliable operation of our cloud platform while collaborating with diverse teams. Compensation includes a salary range of CAD 118,000 - 148,000 with various benefits. Ideal candidates will possess a Bachelor’s in Computer Science and experience with cloud technologies and DevOps tools. Join us for impactful work in a supportive environment.

Qualifications

• Experience supporting web applications in live production environments.
• Experience with container orchestration (Docker, Kubernetes).
• Strong communication skills to explain complex concepts.

Responsibilities

• Support smooth operations of our cloud platform and InsuranceSuite.
• Collaborate with product development to enhance microservices.
• Automate routine tasks and system maintenance.

Skills

Bash

Python

Go

Java

Linux systems

AWS

Docker

Kubernetes

Terraform

DevOps tools

Education

Bachelor’s Degree in Computer Science or related field

Tools

Apache

Datadog

CloudWatch

PagerDuty

Job description

Summary

POSITION OVERVIEW

At Guidewire, we make software that offers Property and Casualty (P&C) Insurance companies the tools to take care of their customers when they need it the most, whether that’s a time of crisis, a natural disaster, an accident, or exposure to cyber risks. We build the core applications that insurance companies use to sell and underwrite policies, settle claims, and bill their customers. We also have a portfolio of innovative products serving the needs of P&C insurance companies in areas such as data management, digital online portals, and predictive analytics. We run these products on the Guidewire Cloud Platform, and we help hundreds of insurance providers all over the world to handle billions of dollars of business.

About The Role

At Guidewire, we believe that great technology is powered by great people. We’re searching for a Senior Site Reliability Engineer who not only brings deep technical expertise but also thrives on engaging with customers, partners, and cross-functional teams. In this customer-facing role, you will ensure the smooth, reliable operation of our flagship cloud platform and InsuranceSuite products—all while championing a customer-first mindset.

If you’re passionate about automating complex systems and equally enthusiastic about building genuine human connections, we want to hear from you.

Job Description

• Customer-Centric Collaboration:
  • Serve as a technical ambassador, working directly with customers to understand their needs, address concerns, and ensure our systems support their business goals.
  • Participate in design reviews, production readiness checks, and post-incident analyses with both internal teams and customers to continuously improve service quality.
• Technical Excellence & Reliability:
  • Collaborate closely with product development and other SRE teams to enhance the reliability, performance, and efficiency of our microservices applications.
  • Analyze data from observability and monitoring tools to optimize operational metrics across our customer-focused systems.
  • Develop, document, and share technical solutions and training materials to empower your colleagues and ensure consistent, high-quality support.
• Innovation & Automation:
  • Lead efforts to automate routine tasks and system maintenance on our SaaS multi-tenant infrastructure, ensuring 24x7x365 operations that meet both technical and customer experience benchmarks.
  • Create and refine tooling and processes that improve incident management, driving proactive measures to prevent issues before they affect our customers.
• Cross-Functional Partnership:
  • Work alongside diverse teams—engineering, product development, and support—to integrate new features seamlessly and maintain an open dialogue about customer feedback.
  • Contribute code and strategic ideas that not only solve technical challenges but also enhance the overall customer journey.

Who You Are

• Technically Proficient:
  • You hold a Bachelor’s Degree in Computer Science or a related field and have solid experience with Bash, Python, and/or Go.
  • You’ve supported web applications in live production environments (Java/Apache/Tomcat) and have a deep understanding of Linux systems, AWS, and container orchestration (Docker, Kubernetes/EKS).
  • You’re experienced with IaC (Terraform/Terragrunt/Terraspace), devops/gitops tools (Git, Bitbucket, Flux CD, TeamCity), and observability platforms (Datadog, CloudWatch, PagerDuty).
• Customer Focused & Communicative:
  • Beyond your technical skills, you’re a strong communicator who can explain complex concepts in a relatable way—both internally and when speaking directly with customers.
  • You’re passionate about mentorship and thrive on teaching and collaborating across teams, always putting the customer’s experience at the forefront.
  • You enjoy engaging with others, have a natural knack for troubleshooting, and are driven by a genuine desire to help customers succeed.
• Driven & Adaptable:
  • You’re a problem solver with a can-do attitude who believes that “if you have to do something more than once, automate it.”
  • You adapt quickly to new technologies and processes, ensuring that you can meet the evolving needs of a highly dynamic, customer‑centric environment.
  • You’re comfortable with travel (up to 25%) and are eager to interface with customers, partners, and vendors to drive continuous improvement.

JOIN US

If you’re excited by the challenge of ensuring robust, customer‑focused operations in a rapidly evolving tech landscape, and you’re as comfortable writing code as you are engaging with clients, then you’ll thrive at Guidewire. Apply today to make a direct impact on the reliability of our systems—and on the success of our customers.

The Canadian CAD base salary range for this full‑time position is $118,000 - $148,000. 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.

Equal Opportunity Employer

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.