Associate Software Engineer Jobs in Whitby, ON (NOW HIRING)

Summary

We are growing our engineering team and are looking for an experienced, product-minded Senior Software Engineer to help build and scale our platform. This role is ideal for someone who enjoys ownership, values clean and reliable systems, and thrives in a fast-moving, collaborative environment.
Our technology stack includes Python, FastAPI, TypeScript, React, and AWS.

Job Description

What You'll Do

• Design, build, and ship well-tested, high-quality code across both front-end and back-end services.

• Take a leading role in shaping system architecture, technical standards, and long-term platform direction.

• Design and implement new platform capabilities and continuously improve existing systems.

• Optimize performance, reliability, and scalability as our customer base and data volumes grow.

• Improve CI/CD pipelines, deployment processes, and observability to support rapid and safe iteration.

• Review code, mentor teammates, and provide technical guidance to elevate engineering quality across the team.

• Actively contribute to our engineering culture through shared learning, technical discussions, and continuous improvement initiatives.

• 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

What You Bring

• 8+ years of experience building, shipping, and operating SaaS or enterprise web applications in production environments.

• Strong proficiency in Python and/or TypeScript, with experience working across modern web stacks.

• Hands-on experience building and operating platform software using Kubernetes, and cloud-native services, ideally on AWS.

• Familiarity with infrastructure-as-code and observability tooling.

• Proven ability to design systems or lead technical initiatives that have successfully scaled in production.

• Deep commitment to software engineering best practices, including automated testing, CI/CD, code reviews, and clean, maintainable code.

• Excellent communication skills with the ability to clearly articulate technical concepts to both technical and non-technical audiences.

• A continuous-learning mindset and curiosity to evaluate and adopt new tools or technologies when they deliver meaningful value.

• 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.

We value engineers who take ownership, collaborate openly, and are motivated by building systems that make a real impact for users.

What's in It for You

The people we employ give their all, and in return, we offer flexibility wherever we can, such as:

• 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

• All new hires participate in our in-person orientation process to ensure a strong start and connection to our culture.

On the ProNavigator team at Guidewire, we're tackling unique and complex challenges every day. You'll collaborate closely with talented colleagues as we build a leading-edge platform and help our clients do their best work. Our culture is grounded in hard work, creativity, collaboration, and high performance. We're looking for teammates who are curious, willing to try new things, comfortable sharing their opinions, able to move fast, and eager to think creatively.

About ProNavigator

Founded in 2019, ProNavigator helps insurance organizations centralize, manage, and deliver on-demand information to insurance professionals. We pioneered the first knowledge management platform purpose-built for insurance. Today, more than 10,000 users across underwriting, claims, operations, brokers, and agents rely on ProNavigator every day to find accurate answers in seconds.

Now part of Guidewire, ProNavigator has an even greater opportunity to impact the insurance industry on a global scale; bringing the innovative platform we've built to new markets, accelerating our mission and taking on even more ambitious challenges.

The Canadian CAD base salary range for this full-time position is $132,000 - $165,000. 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.

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.