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Added 3 months ago
G
Software Engineer, Full Stack
Gigi
Toronto, ON
- Full-time
We're hiring an AI Builder - a full stack software engineer - to join our engineering team in Toronto and own end-to-end feature development for Gigi, our AI agent.
Added 3 months ago
MH
Senior Full-Stack Automation Engineer - Gravity
MedMe Health
Remote, Canada
- $115,000 to $176,000 CAD / year
- Full-time
- Remote
We are a lean, fast-moving pod. Because demand is outpacing our capacity, we need an engineer who doesn't just write code, but naturally takes extreme ownership - someone who can step up,…
Added 3 months ago
FH
Senior Software Engineer - Fullstack
Function Health
Canada
- Full-time
Experience with Python, GCP & FastAPI a plus for future initiatives.
Added 3 months ago
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Data Engineer
Financeit
Remote, Canada
- Full-time
- Remote
We are looking for a skilled and detail-oriented Data Engineer to join our growing data team. In this role, you will be responsible for building and maintaining the data pipelines, models,…
Added 4 months ago
ID
Sr Data Engineer -
iLink Digital
ON · East Toronto (Studio District), Ontario
- Full-time
We are seeking a highly skilled Databricks Engineer with
Added 3 months ago
AM
Lead SMU Validation Engineer - Data Center GPU
Advanced Micro Devices, Inc
Markham, ON
- Full-time
As an Lead SMU (System Management Unit) Validation Engineer in the Data Center and GPU Accelerated Processing Division, you will drive SMU hardware and power-management validation for AMD…
Added 2 months ago
Machine Learning Engineer, Safety and Customer Care AI
Lyft
Toronto, ON
As a Machine Learning Engineer on the SCC team, you will fine-tune and align models and build AI Agents that power how riders and drivers get help. Your work spans the full loop:…
Added 2 months ago
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DSP Systems Engineer, Staff
Qualcomm
Toronto, ON
- Full-time
We're looking for a Staff DSP Systems Engineer who brings strong technical fundamentals, a methodical approach to problem solving, and a genuine passion for high-speed signal processing.…
Added 2 months ago
Data Engineer
Lyft
Toronto, ON
As a Data Engineer on the SCC team, you will have ownership over the data modeling and pipelines that power SCC’s Associate and AI Agent Platform . Your efforts will be critical to the…
Added 2 months ago
Senior Lead Systems Engineer, AI & Automation
Braze
Toronto, ON
We're looking for a Senior Lead Systems Engineer who's passionate about building the next generation of enterprise technology through automation, software engineering, AI, and intelligent…
Added 3 months ago
Senior Principal Site Reliability Engineer
Questrade Financial Group
Toronto, ON
We’re looking for our next Senior Principal Site Reliability Engineer. Could It Be You?
Added 3 months ago
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Principal AI Engineer - Tangerine
Tangerine
Toronto, Ontario
- Full-time
Extensive experience in Python and its core data science libraries (e.g., Scikit-learn, Pandas, NumPy, Matplotlib/Seaborn)
Added 3 months ago
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Senior Software Engineer (SDE II - Python) - Hybrid/Toronto
Fulfil
Remote, Canada
- $180,000 to $200,000 CAD / year
- Full-time
- Remote
Fulfil is hiring a Senior Software Engineer (Python Backend) in Toronto to become a key technical partner for our North American customers, our India-based engineering team, and our Product…
Added 3 months ago
F
Senior Software Engineer (SDE II - Python) - Remote/Canada
Fulfil
Remote, Canada
- $160,000 to $180,000 CAD / year
- Full-time
- Remote
Fulfil is hiring a Senior Software Engineer (Python) for a Remote role (Canada) Toronto to become a key technical partner for our North American customers, our India-based engineering team,…
Added 4 months ago
T
Senior Software Engineer
Treewalk
Canada
- Full-time
…AI in the accounting and finance space. The Senior Software Engineer will be the hands-on architect and builder of the new systems shaping our business - and the technical counterpart to…
Added 3 months ago
BC
Senior Cloud Engineer - Google Cloud Platform (GCP)
BDO Canada
Toronto, Ontario
- Full-time
BDO Digital is looking for a Senior GCP Cloud Engineer to join their growing team. The individual will own the following responsibilities:
Added 3 months ago
Forward Deployed Agile Software Engineer
TribalScale
Toronto, ON
TribalScale is looking for a Forward Deployed Engineer to work at the intersection of software engineering, artificial intelligence, product development, and client delivery.
Added 3 months ago
Data Engineer I, Amazon Business Ops Analytics
Amazon
Toronto, ON · Vancouver, BC
- Experience with one or more scripting language (e.g., Python, KornShell)
Added 2 months ago
AI and Data - Manager - AI Engineer
EY
Toronto, ON
As AI Engineer, you will design and build production-grade AI and agentic AI solutions that solve real business problems for EY's clients. You are the core builder on the delivery team,…
Added 3 months ago
C
Sr. AI Engineer – Agentic Systems
Chubb
Toronto, ON
- Full-time
As a Senior AI Engineer on agentic systems you'll own the agent architectures that put our models in front of business users, and the work of making them reliable enough to stay there.…
Added 2 months ago
AI and Data - Senior Consultant - AI/ML Engineer
EY
Toronto, ON · Montreal, QC
Proficiency in Python and frameworks such as Tensorflow, PyTorch, or Scikit-learn.
Added 3 months ago
L
Digital Architect
Lightmatter
Toronto, Ontario
- Full-time
…intelligence computing clusters. If you're a collaborative engineer or scientist who has a passion for innovation, solving challenging technical problems, and doing impactful work like…
Added 3 months ago
SG
Lead Penetration Test Engineer
S&P Global
Toronto, Ontario
- $135,000 to $180,000 CAD / year
- Full-time
We are seeking a Lead Penetration Test Engineer with extensive experience in penetration testing and offensive security. The ideal candidate will conduct penetration tests, re-testing,…
Added 3 months ago
A
AI Engineer
ApiceFlow
Remote, Canada
- Full-time
- Remote
At ApiceFlow, we create intelligent software that brings AI into real business operations. We're looking for an AI Engineer who enjoys turning cutting-edge AI technologies into scalable,…
Added 3 months ago
KS
Data Scientist / Senior Data Scientist - Sports Modeling & Live Betting
Kero Sports
Remote, Canada
- $100,000 to $160,000 USD / year
- Full-time
- Remote
Strong Python experience, especially with pandas, NumPy, scikit-learn, XGBoost, or similar tools.

Chubb

Sr. AI Engineer – Agentic Systems

199 Bay Street, Suite 2500, Toronto, ON, M5L 1E2, Canada

Full-time

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Job details

Job type: Full-time
Posting language: English
Posted: Aug 5, 2026

Original job description

Senior AI Engineer, Agentic Systems

The Role

As a Senior AI Engineer on agentic systems you'll own the agent architectures that put our models in front of business users, and the work of making them reliable enough to stay there. Design, agentic behaviour, and performance optimization are all inherent to the role, because the needs converge: architecture shapes behaviour, and behaviour determines what needs optimizing.

What makes it interesting is what the agents have to do. Underwriting, claims, and the other core areas each involve multi-step workflows with real consequences, so agents need to reason over long context, follow complex instructions reliably, and integrate with systems of record that were never designed for them. Reliability is the hard part, and it is largely an evaluation problem rather than a prompting one.

This work is aimed at direct implementation. People on this team move between agentic work, systems engineering, and applied science as priorities shift. Less a multi-agent system than one generalist with broad tool access.

Major Responsibilities

Design and develop agentic systems end-to-end: agent loop design, orchestration, memory and state, tool integrations, and multi-agent workflows
Make agents reliable: diagnose why a loop stalls, why a tool gets misused, or why behaviour drifts between runs, and design the guardrails that hold up under real traffic
Measure agent quality continuously rather than at demonstration time: evaluation sets that reflect real workflows, regression checks that catch behavioural drift, and analysis that explains a failure rather than only flagging it
Tune the tradeoffs that decide whether an agent is usable: latency, answer quality, and token cost, including the judgement of which to give up in a given workflow
Integrate agents with the systems and data they depend on, and carry them from prototype to something the business can rely on in production

Qualifications

What You'll Bring

Deep expertise in production Python, with strong working knowledge of current agent frameworks and protocols (Claude Agent SDK, deepagents, LangGraph, MCP, or equivalents)
Experience building and debugging agentic systems in production, where failure modes are emergent rather than exceptions: loop instability, tool misuse, unbounded context growth, and non-determinism
A feel for the performance envelope: where latency comes from in a multi-step agent, what a token budget buys, and how to trade quality against both
Evaluation rigour, and the judgement to design measurement that holds up in a business environment rather than a demonstration
Fluency with agentic coding tools in your own workflow, such as Claude Code and Codex. The team is fully immersed in this way of engineering, and we expect it to be part of how you build rather than something reached for occasionally
The profile can come from either direction: a software engineer who has moved into AI systems, or an AI engineer with strong systems fundamentals. Either way we expect engineering discipline, meaning version control, tests, reproducibility, and code the next person can pick up

Strong Preference Given To

Evaluation and tracing tooling for agent behaviour (LangSmith, Weights & Biases, or custom solutions)
Distributed and event-driven systems experience (Kafka or similar)
Retrieval and memory system design for long-running agents
Full-stack development experience integrating agents into user-facing applications

About Chubb

Chubb is the world's largest publicly traded property and casualty insurer, with operations in 54 countries providing commercial and personal insurance, reinsurance, and life insurance to clients worldwide.

We're at the forefront of AI-driven transformation in insurance. Chubb is making strategic investments in artificial intelligence to fundamentally change how we assess risk, serve customers, and operate our business. Combining cutting-edge AI capabilities with our exceptional financial strength, comprehensive product portfolio, and global reach, we're building the future of intelligent insurance solutions.

Chubb Canada does not use artificial intelligence (AI) tools to assess, screen, or select applicants.

At Chubb we are committed to providing equal employment opportunities to all employees and applicants. It is our policy to provide equal employment opportunities to employees and applicants based on job-related qualifications and ability to perform a job. If you require an accommodation during the hiring process or upon hire, please inform Human Resources. If a selected applicant requests accommodation during the recruitment process, Chubb will consult with the applicant in order to provide suitable accommodation that takes into account the applicant’s accessibility needs.

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More about this job

Responsibilities

Design and develop end-to-end agentic systems, including loop design, orchestration, and tool integrations. Ensure agent reliability through continuous evaluation, performance tuning, and robust guardrails for production environments.

Requirements

Requires deep expertise in production Python and experience building agentic systems with frameworks like LangGraph or Claude Agent SDK. Candidates must demonstrate strong systems fundamentals, evaluation rigor, and the ability to manage tradeoffs in latency and token costs.

Skills

Python
Agentic Systems
LLM Orchestration
System Architecture
Performance Optimization
Evaluation Frameworks
LangGraph
Claude Agent SDK
Distributed Systems
Event-driven Systems
Kafka
Retrieval Systems
Memory Management
Full-stack Development
Software Engineering

Visa sponsorship

Not detected in the job text

Keywords

AI Engineer
Agentic Systems
Python
LangGraph
Claude Agent SDK
MCP
Deepagents
Kafka
LangSmith
Weights & Biases
Production Engineering
System Architecture
Evaluation
Guardrails
Latency Optimization
Token Budget
Multi-agent Workflows
Software Engineering
Applied Science
Insurance
Underwriting
Claims
Data Integration
Reproducibility
Version Control
Distributed Systems
Event-driven Architecture
Retrieval Systems
Full-stack Development
Claude Code

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