About Rival Rival Insurance Technology is a Canadian insurtech company building Canada's next-generation insurance platform. We are modernizing how brokers run their business while building AI-native capabilities that belong in a regulated environment. We are remote-first, move fast, and take technical quality seriously.

The Role We are looking for an Intermediate Full Stack Developer to join our engineering team. You bring around 4 years of hands‑on experience building production software, are comfortable across the stack in C# and modern front‑end frameworks, and are ready to take real ownership of features end‑to‑end. This position is a 12 month contract role.

This is not a checkbox role. You will work on meaningful problems, collaborate with a small and capable team, and have visible impact on a platform used by insurance brokers across Canada. AI is not a supplement to how we work here -- it is central to how we build, ship, and improve software every day.

What You Will Do AI-Native & Agentic Development

Work with Claude Code and GitHub Copilot as standard parts of your daily development workflow -- not as supplements, but as core tools that shape how you write, review, and ship code

Build and work with agentic AI workflows -- using tools that plan, reason, and act across multi‑step tasks -- and understand how to scope, prompt, and supervise agents effectively in a development context

Use AI tooling to accelerate code generation, refactoring, documentation, and test coverage, and know how to critically review and validate AI-generated output before it ships

Contribute to a team culture where AI fluency raises the collective bar, sharing effective prompting approaches, agentic patterns,



and what actually works in practice

Full Stack Development

Build, maintain, and improve front‑end interfaces and back‑end services using C#, ASP.NET, and Azure‑hosted infrastructure

Design and implement RESTful APIs and support integration with internal systems and third‑party services

Participate in the full software development lifecycle from design through deployment and post‑release support

Write clean, testable, well‑documented code with attention to performance and reliability

Quality & Testing

Write and maintain unit and integration tests as a standard part of delivery

Support code reviews and contribute constructive, actionable feedback

Debug and resolve issues across the stack with a systematic, evidence‑based approach

Collaboration & Delivery

Work in an Agile environment, contributing actively to sprint planning, refinement, and retrospectives

Collaborate closely with developers, product managers, and technical leads to deliver outcomes, not just outputs

Surface blockers and risks early and communicate clearly about progress and scope

What You Bring Experience & Technical Skills

Approximately 4 years of experience in full stack software development in production environments

Solid proficiency in C# and ASP.NET for back‑end development





Solid front‑end skills in a modern framework (React, Angular, or equivalent)

Experience working with Microsoft Azure and Azure DevOps

Familiarity with cloud‑hosted services, microservices concepts, and API design

Working knowledge of CI/CD pipelines and Git‑based workflows

Comfortable writing and reviewing unit and integration tests

Demonstrated, hands‑on fluency with AI development tools -- specifically Claude Code and GitHub Copilot -- in a production or meaningful project context

Practical experience with agentic AI workflows: prompting, scoping tasks for agents, and validating agent output before it reaches production

Ways of Working

Reliable and delivery‑focused with a high standard for the quality of your own work

Clear communicator who flags issues early and asks good questions

Curious and growth‑oriented -- you want to get better and you take feedback well

Collaborative without being dependent -- you can work independently and know when to involve others

Nice to Have

Experience in insurance, financial services, or other regulated industries

Exposure to containerization and orchestration (Docker, Kubernetes, or AKS)

Familiarity with observability tooling (logging, metrics, distributed tracing)

Experience with event‑driven architectures or messaging platforms

Why Join Rival

Remote‑first across Canada with a team that trusts you to do the work

Meaningful technical problems on a platform that is actively evolving

A small enough team that your contributions are visible and your voice is heard

A culture that values accountability, continuous improvement, and doing things right

📌 Software Developer (Winnipeg)
🏢 Rival Insurance Technology
📍 Winnipeg