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Outlier AI

Applied AI Engineer - Winnipeg

  • Greater Montreal Metropolitan Area, QC, Canada

Salary: $90,000 - 130,000 per year Requirements: · Full-time

This opening has closed.

The original listing is kept below for reference.

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Salary: $90,000 - 130,000 per year Requirements:
Job type
Full-time
Closing date
Posting language
English
Posted

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Original job description

Archived listing. The details below describe a past opening.

Salary: $90,000 - 130,000 per year Requirements:

  • We bring at least 2 years of experience in backend engineering, AI automation, or integrating complex systems.
  • We have demonstrated success building and supporting production-ready software with clear modular boundaries, such as separate services for parsing, logic, and reporting.
  • We are proficient in at least two major programming languages, such as Python, JavaScript, Go, or Java, and we have experience working with SQL databases.
  • We have practical experience operating in live, non-mocked environments and handling multi-step system interactions.
  • We have exceptional attention to detail and can deliver concise, high-signal technical feedback on intricate system behavior.
  • We have experience designing multi-stage coordination tasks where data gathering leads to reasoned outcomes.
  • We are comfortable integrating agents with live tools such as Supabase, Gmail, and other APIs to solve real-world challenges.
  • We understand how to implement persistent state and session discovery using MEMORY.md to monitor agent progress.
  • We can identify subtle issues such as privacy leakage, authority escalation, and indirect prompt injection.

Responsibilities:

  • We help train advanced generative systems by providing human feedback on AI agents.
  • We contribute to improving autonomous agents by teaching them how to manage multi-step, real-world workflows.
  • We support the design, coordination, and optimization of complex architectural processes.
  • We work with leading AI organizations to refine large language models so they operate as proactive agents.
  • We analyze system behavior in live environments and provide detailed technical observations.
  • We evaluate agent interactions and identify failures that may affect safety, reliability, or performance.

Technologies:

  • AI
  • Backend
  • Support
  • Java
  • JavaScript
  • Python
  • SQL

More

We are Outlier, and we help the worlds most innovative companies improve their AI agents through human feedback. Our projects focus on training large language models to act as proactive, multi-step agents capable of handling complex architectural workflows in real-world settings. We are looking for passionate orchestration specialists and experienced software developers who want to help shape the future of autonomous systems like OpenClaw and contribute to the development of advanced generative AI.

last updated 40 week of 2026
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More about this job

Responsibilities

Provide human feedback to train advanced generative AI systems and improve autonomous agents handling multi-step, real-world workflows. Coordinate and optimize complex system processes, analyze agent behavior in live environments, and identify failures affecting safety, reliability, or performance.

Requirements

Requires at least two years of experience in backend engineering, AI automation, or complex system integration, along with production software experience and proficiency in at least two major programming languages. Candidates should have SQL and live-system experience, strong technical observation skills, and familiarity with agent tools, persistent state, multi-stage coordination, and risks such as privacy leakage and prompt injection.

Skills

  • Backend Engineering
  • AI Automation
  • System Integration
  • Python
  • JavaScript
  • Go
  • Java
  • SQL
  • Production Software
  • Multi-Step Workflows
  • AI Agent Orchestration
  • API Integration
  • Persistent State Management
  • System Analysis
  • Privacy and Safety Evaluation
  • Prompt Injection Detection

Visa sponsorship

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Categories

  • Software
  • Technology
  • Engineering
  • Data & Analytics

Keywords

  • Applied AI
  • AI Agents
  • Generative AI
  • Large Language Models
  • Backend Engineering
  • AI Automation
  • System Integration
  • Production Software
  • Modular Architecture
  • Python
  • JavaScript
  • Go
  • Java
  • SQL
  • Live Environments
  • Multi-Step Workflows
  • Agent Orchestration
  • Supabase
  • Gmail
  • APIs
  • Persistent State
  • MEMORY.md
  • Session Discovery
  • Human Feedback
  • Safety Evaluation
  • Reliability
  • Privacy Leakage
  • Authority Escalation
  • Indirect Prompt Injection
  • Autonomous Systems

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