Careers

Shape the Future of Insurance

Join a boutique Guidewire consultancy where your ideas drive real innovation — we build accelerators and creative solutions, not just configurations.

At Insurera Systems, every team member has a direct impact on the solutions we deliver. We specialize in Guidewire InsuranceSuite — PolicyCenter, BillingCenter and ClaimCenter — helping insurers across North America modernize their operations. Whether you're an experienced Guidewire developer, a business analyst with insurance domain expertise, or a technology professional eager to break into the InsurTech space, we offer a career path that values growth, creativity and hands-on experience.

What sets us apart is our focus on building reusable accelerator products that solve real challenges for insurance carriers. Our consultants don't just follow runbooks — they design solutions, contribute to product development and work directly with clients to drive meaningful transformation. You'll gain exposure to the latest Guidewire Cloud implementations, integration patterns and data migration strategies.

We're headquartered in Windsor, Ontario, Canada, and work with clients across the continent. We believe in flexible work arrangements, continuous learning, and fostering a collaborative culture where every voice matters. If you're passionate about insurance technology and want to be part of a team that's redefining what a Guidewire consultancy can be, we'd love to hear from you.

Why join us

A place to do meaningful work

Direct impact

Small team, real ownership — your work ships and shapes the product.

Build products, not tickets

Design reusable accelerators and contribute to real product development.

Latest Guidewire Cloud

Hands-on with Cloud implementations, integrations and AI-assisted delivery.

Interested in joining?

Send us a note about your experience and what you're looking for.

Get in Touch