LLM Agent Engineer - Production

Obsidian; Toronto; On-site; < CAD 1,000; Full time

Job summary

Obsidian in Toronto is seeking engineers to build and operate LLM agents in production. You will shape how agents are used, monitored, and costed across living systems, not just a single request. The role emphasizes reliability, evaluation, and real-world adoption, with a focus on internal monoagents, reusable skills, and playbooks.

We start with a short conversational AI interview. No coding, no take-home.

Qualifications

• Experience shipping an agent used by real users.
• Ability to measure whether an agent improved after changes.
• Experience with long-running agents and scheduled jobs.

Responsibilities

• Build and operate LLM agents in production.
• Evaluate agent performance, adoption, and cost.
• Discuss tradeoffs and lessons learned from real systems.

Skills

LLM agents

Agent reliability

Production deployment

Cost awareness

Job description

We are looking for engineers who build and operate LLM agents in production, and who have real visibility into how agents are actually used inside a company.

You have probably:

• Shipped an agent that real users depended on, and been on the hook when it broke.
• Figured out how to tell whether an agent got better or worse after a change.
• Run agents that outlive a single request: scheduled jobs, long-running work, cloud sandboxes.
• Watched your org build an internal assistant, and seen who adopted it and who quietly did not.

We are especially interested in the layers most people do not talk about: internal monoagents wired into company data, shared company memory, reusable skills and playbooks, the tool and MCP surfaces agents call, and how anyone sees what agents did and what they cost.

Applying starts with a short conversational AI interview. No coding, no take-home. We want to hear how you actually think about agent reliability, evaluation, and adoption, and the tradeoffs you have made in real systems. Bring war stories. The messier and more specific, the better.

If that screen stands out, we will invite you to a live 30 minute conversation with our team. We pay $100 to $500 for that conversation, paid on completion of the call, with the amount depending on depth of experience.