Remote AI Red Team Penetration Tester

Alignerr Corp.; Toronto; Remote; CAD 83,000 - 152,000; Part time

Job summary

Alignerr is seeking an AI Red Team Penetration Tester to rigorously test AI-powered applications and infrastructure. This remote, hourly contract role emphasizes offensive security expertise to uncover vulnerabilities before adversaries do.

You will assess AI/ML pipelines, web, network, and API security, document findings clearly, and contribute to enhancing testing methodologies. Flexible schedule and remote work enable focused, high-impact engagements.

Qualifications

• Experienced penetration tester with offensive security principles (OWASP/PTES/MITRE ATT&CK).
• Proficient with Burp Suite, Metasploit, Nmap, Kali Linux or equivalent.
• Strong understanding of web, network, and API security testing.
• Clear, actionable written reports and communication.
• Self-motivated and reliable when working independently.
• Comfortable across diverse technology stacks and environments.

Responsibilities

• Conduct penetration tests on AI-powered apps, APIs, and infra to uncover vulnerabilities.
• Identify weaknesses in AI/ML pipelines, including prompt injection and data poisoning.
• Assess web, network, and API security using standard tools and methodologies.
• Simulate real-world attack scenarios from reconnaissance to exploitation.
• Document findings with severity, evidence, and remediation guidance.
• Evaluate AI-specific surfaces like adversarial inputs and jailbreaks.
• Stay updated on AI security threats and improve testing methods.
• Work independently on task-based engagements with flexible scheduling.

Skills

OWASP

PTES

MITRE ATT&CK

Attacker mindset

Written communication

Independent worker

Cross-stack adaptability

Tools

Burp Suite

Metasploit

Nmap

Kali Linux

Job description

Alignerr is seeking an AI Red Team Penetration Tester to rigorously test AI-powered applications and infrastructure. This remote, hourly contract role emphasizes offensive security expertise to uncover vulnerabilities before adversaries do.

You will assess AI/ML pipelines, web, network, and API security, document findings clearly, and contribute to enhancing testing methodologies. Flexible schedule and remote work enable focused, high-impact engagements.