Our client is a leading high-scale digital marketplace in Canada that enables millions of consumers to connect, trade, and transact locally and sustainably. Spanning hundreds of categories across goods, services, and digital listings, community engagement is at the core of their business. They innovate through data-driven experimentation and leverage extensive market experience to shape community-driven commerce and foster financial accessibility.

The organization is currently undergoing a complete platform modernization to enhance user experience and streamlines tools for both buyers and sellers. The company is backed by a global leader in online marketplaces and classifieds platforms operating across multiple international markets. About the TeamThe Product and Technology team operates one of the largest e-commerce platforms in the country.

They are transitioning from AI-assisted coding to AI-native software engineering—where autonomous agents manage an increasing share of end-to-end delivery from ideation to user-facing impact, and engineers design, supervise, and continually optimize agentic workflows. The engineering culture values driven, inventive, and collaborative individuals who thrive in an autonomous, high-impact workplace. The RoleAs a Senior AI-Native Software Engineer, you will build the agentic development pipelines that transform how software is delivered across the platform.

You will design, orchestrate, and operate end-to-end workflows where agents take requirements from issue tracking systems (e.Jira or Linear) through specification, implementation, testing, code review, and production deployment, incorporating appropriate human-in-the-loop checkpoints. You will own your initiatives end-to-end—from initial concept to post-production monitoring. You will identify high-leverage opportunities, partner with internal end-users to shape solutions, ship code, and measure performance in production.





The team is looking for a curious, product-minded engineer who operates independently, makes sound trade-off decisions, and measures success by business outcomes rather than code volume. This role is language-agnostic; primary emphasis is placed on how you design and build with AI rather than specific programming language mastery. Own technical initiatives end-to-end: identify opportunities, define problems, design and build solutions, deploy to production, and continuously monitor/improve performance.

Design, build, and operate agentic development pipelines that convert product requirements into production-ready, fully tested, and reviewed code. Instrument developer pipelines with observability and tracing tooling such as LangFuse to monitor agent behavior, token spend, latency, and output quality. Define clear success metrics up front and evaluate whether automated workflows deliver tangible value to software engineers, product teams, and end users.

Build evaluation harnesses, guardrails, and quality gates to guarantee agent-generated code is reliable, secure, and maintainable. Manage LLM token usage and compute costs deliberately, balancing budget, speed, and output quality. Execute technical experiments, stay current with AI engineering developments, and incorporate modern methodologies into internal software practices.

Ensure overall code quality by auditing agent outputs, resolving technical debt, and improving build, CI/CD, and testing infrastructures.



Senior-level software engineering background with a proven track record of shipping and operating complex production systems. Hands-on experience building end-to-end agentic development workflows beyond basic AI pair-programming assistants (ability to demonstrate pipelines designed, executed, and refined).

Demonstrated ownership of software projects from concept through post-production observability and operational health.

Strong product mindset: starting with the core user problem, weighing trade-offs by business value, and executing pragmatically. Deep curiosity around AI technology and continuous experimentation with evolving LLM developer tooling. Proficiency with developer AI tools (e.Strong core engineering fundamentals: distributed systems, error/failure handling, system design, testing, and security principles.

GitHub Actions) and major cloud providers (GCP, AWS). Comfort working across full-stack architectures and adapting quickly to unfamiliar codebases and languages. Excellent communication skills with the ability to articulate, teach, and mentor teams on AI-native engineering practices.

Ability to construct evaluation frameworks and regression testing suites for non-deterministic LLM systems.

Experience building consumer-facing applications, ideally within high-volume digital marketplaces, e-commerce platforms, or high-traffic web platforms. Stay laser-focused on user value and business outcomes. You require fully specified technical tickets where your role is purely executing code to spec.

You expect to hand off testing, QA, and operational monitoring to separate teams. In this role, you own quality, reliability, and production performance directly. Lead the AI-native developer transformation for a premier Canadian digital property operating at massive consumer scale.

Collaborate with international sister platforms across a global digital marketplace group on shared tooling and best practices.

📌 Artificial Intelligence Engineer (Winnipeg)
🏢 Professional Staffing
📍 Winnipeg