Software Engineer II

Guidewire Software; Mississauga; On-site; CAD 87,000 - 109,000; Full time

Benefits offered by this job

Health insurance

Dental insurance

Vision insurance

Paid time off

Retirement plan

Annual bonus

Job summary

Guidewire Software in Mississauga, Canada is seeking a Software Engineer II to build high-quality, scalable software for the property and casualty insurance domain. You’ll work in a small, cross-functional team to design, implement, test, and deploy AI-assisted features for our cloud-native platform.

You will leverage AI-native coding approaches and tools to accelerate development while upholding strong standards for testing, security, and observability in a fast-paced environment.

Qualifications

• Minimum 2+ years of Software Development experience, preferably SaaS/cloud
• Proficiency in Core Java and Spring Framework
• Experience with JavaScript, TypeScript or Python
• Experience with containerization and orchestration (Docker/Kubernetes)
• Experience designing REST/gRPC APIs
• Ability to use AI-assisted coding tools
• Understanding of OO design and relational databases

Responsibilities

• Build and extend services for Guidewire’s cloud-native platform
• Collaborate in small cross-functional teams in an Agile environment
• Embrace AI-driven development and apply data-driven insights
• Maintain high engineering standards with tests and observability

Skills

Core Java

Spring Framework

JavaScript

TypeScript

Python

AWS/GCP/Azure

Docker/Kubernetes

REST/gRPC APIs

AI-assisted coding

OO Design

Relational Databases

CI/CD/DevOps

LLMs/AI patterns

Education

BS/MS in Computer Science

Tools

Claude Code

GitHub Copilot

Job description

Summary

Guidewire’s development team is looking for a smart, proactive, and results-oriented Software Engineer II to build elegant solutions for the property & casualty insurance industry’s complex business domain and make our industry-leading products even better. The team is looking for an enthusiastic engineer who is passionate about building high-quality software with a great team and improving the customer experience for millions of people who use our products every day.

Summary

Guidewire’s development team is looking for a smart, proactive, and results-oriented Software Engineer II to build elegant solutions for the property & casualty insurance industry’s complex business domain and make our industry-leading products even better. The team is looking for an enthusiastic engineer who is passionate about building high-quality software with a great team and improving the customer experience for millions of people who use our products every day.

As part of PDO’s shift toward AI-driven development, you will use AI-native coding approaches and AI-assisted tools (such as Claude Code or GitHub Copilot) to build, refactor, and extend our services quickly and safely while maintaining high engineering standards, tests, and observability. Your work will support PDO’s mission to embed GenAI across our products, improve operational excellence, and deliver secure, reliable, and scalable cloud services at scale.

Our teams are lean, empowered, and collaborative. You must be a self-starter and able to perform with minimal supervision while working alongside intelligent colleagues who’ve checked their egos at the door in a team environment, communicating effectively with everyone. We foster a culture of curiosity, innovation, and responsible use of AI, and we’re looking for engineers who can help us maintain it.

Job Description

Successful software engineers at Guidewire typically have:

• A desire to work collaboratively in an empowered, small, cross-functional team
• Experience working in an agile and fast-paced development environment (e.g. TDD, BDD, Agile, pair programming, etc.)
• A passion for code quality demonstrated by thorough testing
• A desire to be hands‑on in designing and writing code
• A demonstrated ability to embrace AI and apply it to their role, alongside data‑driven insights, to drive innovation, productivity, and continuous improvement
• Curiosity and internal motivation to constantly improve
• Ability to learn quickly in a dynamic environment
• Excellent communication skills, comfort level to speak their mind and defend ideas based on merit, yet humility and hunger to learn from others

At Guidewire, we foster a culture of curiosity, innovation, and responsible use of AI - empowering our teams to continuously leverage emerging technologies and data-driven insights to enhance productivity and outcomes.

Key Qualifications Include Experience With

• Minimum 2+ years of Software Development experience, preferably in SaaS or cloud solutions
• Proficiency in Core Java, and good working knowledge of the Spring framework
• Experience with JavaScript, TypeScript, or Python
• Experience building microservices on cloud service platforms (e.g. AWS/GCP/Azure) - AWS preferred
• Experience with containerization and orchestration (Docker and Kubernetes)
• Experience designing REST or gRPC based APIs
• Ability to use AI-assisted coding tools (e.g. Claude Code, GitHub Copilot) to accelerate development while exercising strong judgment around code quality, testing, and security
• Good understanding of Object-Oriented Design principles
• Understanding of relational database persistence (e.g. MySQL, Oracle); familiarity with NoSQL databases (e.g. MongoDB, CouchDB) is a plus
• Great understanding of CI/CD and DevOps principles; experience with related tools such as TeamCity, Git-based workflows, or Kubernetes is a definite plus
• Experience with LLMs, LangChain, and/or AI patterns such as RAG or ReAct is a plus
• Exposure to AI/ML development patterns such as prompt engineering or integrating AI services into production systems is a plus
• BS/MS degree (Computer Science or related field)

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.

The Canadian CAD base salary range for this full-time position is 87,000.00 - 109,000.00. 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

• health insurance
• dental insurance
• vision insurance
• paid time off
• 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.

• annual company bonus plan
• commissions
• long term incentive awards