Job Details
Company: Robots and Pencils
Position: Staff AI Builder
Location: Canada - Remote
We’re looking for a Staff AI Builder to lead the design and delivery of AI/ML systems. This role is ideal for an experienced engineer who thrives on architectural decisions, can confidently own systems end-to-end, and contributes to technical leadership across the team.
In this role, you will work as a key technical leader on a cross-functional team, defining AI architecture, leading model development and optimization, and solving challenging integration problems. You’ll be joining real, in-flight work where reliability, security, and scalability are critical. You’ll establish engineering standards, raise the bar on how we build AI systems, and contribute to the technical decisions that shape how our AI work scales over time.
Why This Role Matters
At Robots & Pencils, we design AI systems for a human world. Our name says it all. Robots and pencils means engineering paired with creativity, because every agent we ship has to work for real people in real workflows. That balance is baked into how we operate.
Every role here contributes directly to that mission. Here, you shape how AI systems integrate into enterprise operations, how teams move at real velocity, and how products create measurable impact for clients and the people they serve. We ship production-ready AI in 30 to 45 days. That pace demands people who take ownership, lead with craft, and care deeply about what they put their name on.
What You'll Do
Agentic & Gen AI Engineering
Design and build agentic workflows - reasoning loops, tool/function calling, and orchestration across single- and multi-agent architectures - with clear judgment on which pattern fits the problem and which doesn't
Build and maintain RAG pipelines :



chunking strategy, embeddings, vector search (Open Search), re-ranking, and staleness/refresh handling for dynamic knowledge sources
Integrate with AWS Bedrock and Agent Core , including MCP-based tool design - writing tool descriptions exact enough that an orchestrator routes correctly every time
Write and iterate on production system prompts - structured role framing, output constraints, and few-shot design - not just prompt tinkering
Build eval and observability into every agent you ship : golden datasets, RAGAS-style metrics, LLM-as-judge (as both a runtime guardrail and an offline eval), and tracing via Lang Fuse/Lang Smith or equivalent
Design for LLM failure, not just LLM success : retries with backoff and jitter, circuit breakers, fallback models, and a clear user-facing story when something upstream degrades
Full-Stack & Platform Engineering
Build backend services in Python and Node.js, including serverless architectures (AWS Lambda, API Gateway) that support agentic workflows
Design Dynamo DB single-table schemas - composite keys, transactional writes - for conversation state, agent memory, and session history
Support event-driven orchestration (Step Functions, SQS, Event Bridge) for asynchronous agent operations, with an eye toward reliability and clean error handling
Contribute to frontend integration points so agentic features land cleanly for end users, and write clean,



well-tested code across the stack
Support deployment, monitoring, and production troubleshooting in cloud-native environments (AWS, Docker), with guidance from senior engineers where needed
Collaboration & Technical Leadership
Bring informed technical judgment to architecture discussions - naming the real trade-offs of a pattern (e.g., gateway centralization vs. latency, single- vs multi-agent design) rather than defaulting to what's familiar
Partner with product, design, and delivery leads across global teams to scope and ship features end-to-end
Mentor other engineers on the pod and help raise the bar on agentic engineering practices, including AI-assisted development tools like Claude Code
Own assigned features and releases end-to-end - including the unglamorous parts: debugging, hardening, and keeping production systems trustworthy
What You'll Bring
6+ years of professional software engineering experience, including meaningful time shipping Gen AI/LLM-powered systems in production - not just prototypes
Real, hands-on depth in agentic AI : reasoning loops, tool/function calling, multi-agent orchestration, and a considered point of view on when single-agent design beats multi-agent, and why
Practical RAG expertise : chunking strategies, embeddings, vector databases (Open Search or similar), cosine similarity search, and re-ranking - you can explain the mechanism, not just the terminology
Experience building evaluation and observability for LLM systems: golden datasets, LLM-as-judge, RAGAS or comparable metrics, and tracing tools like Lang Fuse/Lang Smith
Strong prompt engineering skills - you can write a production system prompt with real structure and constra

📌 Staff ai builder (Winnipeg)
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📍 Winnipeg