Talent.com
Outlier AI
AI Red Team Engineer (Remote)Outlier AI • Winnipeg, Manitoba, Canada
No longer accepting applications
AI Red Team Engineer (Remote)

AI Red Team Engineer (Remote)

Outlier AI • Winnipeg, Manitoba, Canada
21 days ago
Job type
  • Full-time
  • Remote
Job description

About the Project

Outlier helps the world’s most innovative companies improve their AI agents by providing human feedback. Do you want to shape the future of autonomous agents like OpenClaw?

We collaborate with leading AI organizations to train Large Language Models (LLMs) to function as proactive, multi-step agents. Our projects focus on teaching these systems how to design, coordinate, and optimize complex, real-world architectural workflows.

Whether you are a passionate orchestration guru or experienced software developer — we want you to help us train the world's most advanced generative systems.

Ideal Qualifications

  • 2+ years of experience in backend engineering, AI automation, or complex systems integration.
  • Proven ability to build and maintain production-grade software with modular separation (e.g., distinct services for data parsing, logic processing, and reporting).
  • Strong command of at least two major languages (e.g., Python, JavaScript, Go, or Java) and experience working with SQL databases.
  • Practical experience building for live, non-mocked environments and handling multi-turn system interactions.
  • Outstanding attention to detail and the ability to provide clear, high-density technical feedback on complex system behaviors.

Nice to have

  • Expertise building multi-stage coordination tasks where data acquisition leads to reasoned output.
  • Hands-on experience integrating agents with live tools such as Supabase, Gmail, and various APIs to solve real-world problems.
  • High level of comfort implementing persistent state and session discovery using MEMORY.md to track agent progress.
  • Experience identifying subtle failures like privacy leaks, authority escalation, or indirect prompt injections.

Create a job alert for this search

AI Red Team Engineer (Remote) • Winnipeg, Manitoba, Canada

Similar jobs

Impact-Driven Remote AI Solution Engineer

EstreetsecurityWinnipeg, MB, CA
Remote
Full-time

Make an immediate impact as a remote AI Solution Engineer, focusing on developing AI solutions that enhance organizational efficiency.Collaborate effectively to design tools that directly empower b... Show more

 • Promoted

Lead AI Engineer - Remote at NTT DATA

NTT America, Inc.Winnipeg, MB, CA
Remote
Full-time

Elevate your career as a Remote Lead AI Engineer with NTT DATA in Toronto, Ontario.Contribute to designing AI systems that empower business needs and regulatory compliance.In this role, you will ut... Show more

 • Promoted

Founding AI Systems Engineer

Dialpad, Inc.Winnipeg, MB, Canada
Full-time

Dialpad is the AI-native business communications platform.We unify calling, messaging, meetings, and contact center on a single platform - powered by AI that understands every conversation in real ... Show more

 • Promoted

IKS Health AI Engineer - Remote Opportunity

IKS HealthWinnipeg, MB, CA
Remote
Full-time

Become a part of IKS Health as an AI Engineer, focusing on creating AI-first applications while working remotely.This role seeks engineers passionate about leveraging AI to enhance patient access s... Show more

 • Promoted

Lead AI Engineer - Remote at NTT DATA

NTT Data Americas, Inc.Winnipeg, MB, CA
Remote
Full-time

Elevate your career as a Remote Lead AI Engineer with NTT DATA in Toronto, Ontario.Contribute to designing AI systems that empower business needs and regulatory compliance.In this role, you will ut... Show more

 • Promoted

Remote Full-Stack AI Engineer (Contract)

MercorWinnipeg, MB, CA
Remote
Full-time

A leading AI solutions company is seeking a Software Engineer to join their remote team.This role involves designing scalable web applications using React/TypeScript and Python, leveraging LLM-base... Show more

 • Promoted

Remote AI Full-Stack Engineer — Canada, $30–$40/hr

BlackwomencanadaWinnipeg, MB, CA
Remote
Full-time

A leading tech organization in Canada is seeking an AI Full Stack Developer to work remotely.The role involves full-stack development with a focus on integrating AI solutions into applications.Cand... Show more

 • Promoted

UX Engineer: Firefly AI & Prompt Tech (Remote Canada)

Atimi SoftwareWinnipeg, MB, CA
Remote
Full-time

A software solutions company is seeking a UX Engineer to work fully remote from Canada.The ideal candidate will have extensive experience with Web Technologies and Graphics Design, and specific exp... Show more

 • Promoted

AI Engineer (Remote)

LumenaltaWinnipeg, MB, CA
Remote
Full-time

At Lumenalta, we partner with forward‑thinking organizations to build technology solutions that scale, delight users, and accelerate business growth.Our global teams bring curiosity, commitment, an... Show more

 • Promoted

Remote Python Systems Engineer for AI Collaboration (Contract)

MercorWinnipeg, MB, CA
Remote
Part-time

A tech company specializing in AI is seeking a Software Engineer to join their remote team.The role requires developing and maintaining complex Python systems, designing modular codebases, and opti... Show more

 • Promoted

AI Engineer

NTT DATA North AmericaWinnipeg, MB, CA
Full-time

NTT DATA strives to hire exceptional, innovative, and passionate individuals who want to grow with us.We are an inclusive, adaptable, and forward‑thinking organization.We are seeking a highly motiv... Show more

 • Promoted

Senior AI Engineer - Remote (Canada)

NTT DATA North AmericaWinnipeg, MB, CA
Remote
Full-time

A leading technology company is hiring an AI Engineer for a remote position in Canada.The role requires expertise in designing, developing, and deploying AI-driven solutions.Responsibilities includ... Show more

 • Promoted

Senior AI & Automation Engineer - Data & Analytics (Remote)

GrafanaWinnipeg, MB, CA
Remote
Full-time

A leading tech company is seeking a Senior Software Engineer specializing in AI and automation.The successful candidate will develop AI-powered tools and workflows for Sales and Customer Success te... Show more

 • Promoted

Remote Product Engineer: Mental Health AI

HRBWinnipeg, MB, CA
Remote
Full-time

A leading healthcare technology firm is seeking a Product Engineer for mental healthcare solutions in Canada.You will develop user-facing features and advocate for AI-enhanced practices while colla... Show more

 • Promoted

Remote AI Development Engineer Crafting Innovative Solutions

NTT Data Americas, Inc.Winnipeg, MB, CA
Remote
Full-time

Elevate your career as a Remote AI Development Engineer focused on cutting-edge AI solutions.Utilize your expertise in machine learning and data engineering to transform complex business challenges... Show more

 • Promoted

Remote Red Team Operator for AI-Driven Cybersecurity Enhancements

DataAnnotationWinnipeg, MB, CA
Remote
Full-time

Transform cybersecurity through your expertise as a Red Team Operator.Work remotely to evaluate AI security models and inform advanced defense tactics against evolving threats.This role invites you... Show more

 • Promoted

AI Solutions Engineer - Remote Opportunity

Yeah! GlobalWinnipeg, MB, CA
Remote
Full-time

Elevate your career as an AI Solutions Engineer with a remote role for a California-based client.Focus on designing and launching innovative AI initiatives that drive business success.We're buildin... Show more

 • Promoted

Staff AI Engineer | Canada | Remote

Grafana LabsWinnipeg, MB, CA
Remote
Full-time

Grafana Labs is a remote-first, open-source powerhouse.There are more than 20M users of Grafana, the open source visualization tool, around the globe, monitoring everything from beehives to climate... Show more

 • Promoted

Remote Senior Solutions Engineer — Enterprise AI & Risk

GatekeeperWinnipeg, MB, CA
Remote
Full-time

A technology company is seeking an experienced Senior Solutions Engineer for a fully remote role in Canada.The selected candidate will be responsible for leading enterprise customer implementations... Show more

 • Promoted

Innovative AI Engineer – Pulsora Canada

PulsoraWinnipeg, MB, CA
Full-time

Leverage your AI expertise at Pulsora as a Remote Engineer focused on developing impactful AI applications.This full-time role prioritizes cutting-edge technology for sustainability efforts.As part... Show more