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Added 8 mins ago
F
Chief Revenue Officer (CRO) & Co-founder - AI for Small Law Firms
FutureSight
Canada
- Full-time
…content, digital marketing, campaign management and optimization, lead nurturing, and ongoing marketing…
Added 8 mins ago
F
Technical Co-founder - AI Collections Agent
FutureSight
Canada
- Full-time
…lines of production code), set the technical direction, and lead execution…
Added 8 mins ago
F
Co-Founder & CEO - AI-Native Mortgage Processing
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Closeline, an AI-native mortgage origination venture. This is a co-founder partnership with meaningful founder equity, not a salaried…
Added 8 mins ago
TC
Vice President, Philanthropy
The Canadian Women's Foundation
Canada
- Full-time
…demonstrate the impact of the Foundation’s granting programs, and lead or support organization-wide campaigns that increase financial support for the Foundation’s…
Added 8 mins ago
F
Co-Founder & CEO - AI-Native Mortgage Processing
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Closeline, an AI-native mortgage origination venture. This is a co-founder partnership with meaningful founder equity, not a salaried…
Added 8 mins ago
F
Technical Co-founder
FutureSight
Canada
- Full-time
FutureSight is seeking an applied AI builder to co-found and lead the technical direction of a new B2B AI venture from the ground up. This is a co-founder partnership with founder-level…
Added 8 mins ago
F
Co-Founder & CEO - Supply Chain Tech | AI Returns Recovery
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Riuso, an AI recommerce venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.
Added 8 mins ago
F
Technical Co-founder - AI for Automotive Retail
FutureSight
Canada
- Full-time
…lines of production code), set the technical direction, and lead execution…
Added 8 mins ago
F
Co-Founder & CEO - AI Retail Planning Autopilot
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Foundry, an AI-Native Recruiting Agency currently in build at FutureSight. This is a co-founder partnership with meaningful founder equity,…
Added 8 mins ago
F
Technical Co-founder
FutureSight
Canada
- Full-time
FutureSight is seeking an applied AI builder to co-found and lead the technical direction of a new B2B AI venture from the ground up. This is a co-founder partnership with founder-level…
Added 8 mins ago
F
Technical Co-founder - AI Collections Agent
FutureSight
Canada
- Full-time
…lines of production code), set the technical direction, and lead execution…
Added 8 mins ago
F
Co-Founder & CEO - Supply Chain Tech | AI Returns Recovery
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Riuso, an AI recommerce venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.
Added 8 mins ago
F
Co-Founder & CEO - AI-Native Accounting Firm
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Fieldstone, an AI-native accounting firm. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.
Added 8 mins ago
F
Co-Founder & CEO - InsurTech | AI-Native Insurance Brokerage
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Keystead, an AI-native insurance brokerage venture. This is a co-founder partnership with meaningful founder equity, not a salaried…
Added 8 mins ago
F
Co-Founder & CEO - InsurTech | AI-Native Insurance Brokerage
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Keystead, an AI-native insurance brokerage venture. This is a co-founder partnership with meaningful founder equity, not a salaried…
Added 8 mins ago
F
Co-Founder & CEO - AI Retail Planning Autopilot
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Foundry, an AI-Native Recruiting Agency currently in build at FutureSight. This is a co-founder partnership with meaningful founder equity,…
Added 8 mins ago
F
Co-Founder & CEO - AI-Native Accounting Firm
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Fieldstone, an AI-native accounting firm. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.
Added 8 mins ago
F
Co-Founder & CEO - AI E-commerce Operations System
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Omnex, an AI-native operating system for multi-channel ecommerce sellers, currently in build at our studio. This is a co-founder…
Added 8 mins ago
F
Technical Co-founder - AI Workforce for Law Firms
FutureSight
Canada
- Full-time
…content, digital marketing, campaign management and optimization, lead nurturing, and ongoing marketing…
Added 8 mins ago
F
Co-Founder & CEO - Entrepreneur in Residence
FutureSight
Canada
- Full-time
…test and refine ideas, kill the ones that don't hold up, and lead the one that does from inception through fundraising and…
Added 8 mins ago
F
Co-Founder & CEO - AI Communication Agents for Freight & Logistics
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead HawkAI, an enterprise AI venture for US logistics brokerages, carriers, and warehouse operators. This is a co-founder partnership with…
Added 8 mins ago
F
Co-Founder & CEO - AI E-commerce Operations System
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Omnex, an AI-native operating system for multi-channel ecommerce sellers, currently in build at our studio. This is a co-founder…
Added 8 mins ago
F
Co-Founder & CEO - AI Automation for Growing Companies
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Loomwork, an AI automation venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.
Added 8 mins ago
C
Senior Program Manager – AI Security Research
Centraprise
Toronto, ON
- Contract
We are looking for an experienced Senior Program Manager to lead and coordinate AI Security and cybersecurity research initiatives. The role involves managing projects from research and…
Added 8 mins ago
F
Co-Founder & CEO - AI-Native Accounting Roll-Up
FutureSight
Canada
- Full-time
FutureSight is seeking a Co-Founder & CEO to lead Ledgerline, an AI-native accounting roll-up. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.

Robots & Pencils

Staff AI Developer - Toronto

Toronto, ON, Canada

The salary range for this role is $ $165,604 - $228,491 USD. · Full-time

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Job details

Pay: The salary range for this role is $ $165,604 - $228,491 USD.
Job type: Full-time
Apply by: Dec 3, 2026
Experience: 6+ years of professional software engineering experience, including meaningful time shipping GenAI/LLM-powered systems in production - not just prototypes
Posting language: English
Posted: Nov 3, 2026

Original job description

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 & GenAI 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 (OpenSearch), 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 precise 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 LangFuse/LangSmith 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 DynamoDB single-table schemas - composite keys, transactional writes - for conversation state, agent memory, and session history
Support event-driven orchestration (Step Functions, SQS, EventBridge) 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 GenAI/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 (OpenSearch 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 LangFuse/LangSmith
Strong prompt engineering skills - you can write a production system prompt with real structure and constraints on request, not just describe the concept
Hands-on experience with the AWS GenAI stack: Bedrock, Agent Core, Lambda, DynamoDB (single-table design), S3, SQS, EventBridge, Step Functions
Strong Python and Node.js skills, with experience building full-stack applications and RESTful APIs
Solid understanding of production reliability patterns for LLM-backed systems: retries/backoff, circuit breakers, fallback models - as a bundle, not a single tactic
Experience with containerization (Docker) and cloud-native deployment
Comfort owning ambiguous, integration-heavy problems, and the ability to go a level deeper when someone pushes on your answer instead of staying abstract
Legally authorized to work in Canada and eligible to secure immediate U.S. non-immigrant work authorization (e.g., TN status under USMCA) for mandatory weekly on-site client delivery (3 days/week) in the United States.

Helpful Extras And Unique Skills

Direct experience with Amazon Bedrock Agent Core - agent registration, MCP tool wiring, memory/session management, gateway provisioning
Experience in a regulated or high-stakes domain (education, healthcare, financial services) where evaluation rigor and reliability carry real consequences
Familiarity with workflow orchestration tools such as Step Functions, Sequencer, or similar state-machine-based systems
A point of view on LLM observability tooling, gained from actually running it in production rather than reading about it

The below range reflects the range of possible compensation for this role at the time of this posting. We may ultimately pay more or less than the posted range. This range may be modified in the future. An employee's position within the salary range will be based on several factors including, but not limited to, relevant education, qualifications, certifications, experience, skills, seniority, geographic location, performance, shift, travel requirements, sales or revenue-based metrics, any collective bargaining agreements, and business or organizational needs. The salary range for this role is $ $165,604 - $228,491 USD.  We offer a comprehensive package of benefits including paid time off, medical/dental/vision insurance and 401(k) to eligible employees.

An offer of employment may be conditional upon successful completion of a background check in accordance with local legislation and our candidate privacy notice. Your current employer will not be contacted without your permission.  We are committed to ensuring equal employment opportunities for all job applicants and employees. Employment decisions are based upon job-related reasons regardless of an applicant's race, color, religion, sex, sexual orientation, gender identity, age, national origin, disability, marital status, genetic information, protected veteran status, or any other status protected by law.

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More about this job

Responsibilities

Design, build, and operate production agentic AI systems, including orchestration, RAG pipelines, prompts, evaluation, observability, and reliability safeguards. Lead architecture and technical practices, deliver full-stack and AWS platform integrations, mentor engineers, and own features and releases end-to-end.

Requirements

Requires 6+ years of software engineering experience, including production GenAI/LLM systems, with hands-on expertise in agentic AI, RAG, evaluation, observability, and prompt engineering. Candidates should be strong in Python, Node.js, and AWS services, understand production reliability and Docker, and be authorized to work in Canada and eligible for immediate U.S. non-immigrant work authorization.

Skills

Agentic AI
Generative AI
Python
Node.js
AWS Bedrock
Amazon Bedrock Agent Core
Retrieval-Augmented Generation
OpenSearch
Prompt Engineering
LLM Evaluation
LLM Observability
DynamoDB
AWS Lambda
Event-Driven Architecture
Docker
Multi-Agent Orchestration

Benefits

Paid Time Off
Medical Insurance
Dental Insurance
Vision Insurance
401(k)

Visa sponsorship

Not detected in the job text

Keywords

Agentic AI
Generative AI
Large Language Models
Python
Node.js
AWS Bedrock
Amazon Bedrock Agent Core
Model Context Protocol
Retrieval-Augmented Generation
OpenSearch
Vector Search
Embeddings
Re-Ranking
Prompt Engineering
LLM Evaluation
RAGAS
LLM-as-Judge
LangFuse
LangSmith
AWS Lambda
API Gateway
DynamoDB
Amazon S3
Amazon SQS
Amazon EventBridge
AWS Step Functions
Docker
Multi-Agent Orchestration
Serverless Architecture
Circuit Breakers

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