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Cybersecurity Penetration Testing Expert (AI Security)
G2i Inc.
π
winnipeg, Canada
Location
winnipeg
Posted
June 01, 2026
Commute
Local Area
Local Opportunity Near You!
This job is in your area. Enjoy a short commute and work close to home.
Job Description
This role is open to contractors in accepted locations only. Please confirm your country is on the list before applying β we're unable to process applications from unlisted locations. List of accepted countries and locations.
For US applicants
This is a 1099 independent contractor role. It is not compatible with F-1 OPT, STEM OPT, or any visa status that requires W-2 employment, guaranteed hours, or employer sponsorship. We are unable to provide offer letters or employment verification for this role.
What You'll Be Doing Probe and stress-test AI-powered applications, APIs, and supporting infrastructure to surface vulnerabilities before attackers do:
Run penetration tests against AI apps, APIs, and infrastructure β reconnaissance through exploitation and post-exploitation
Hunt AI/ML-specific attack surfaces β prompt injection, jailbreaks, model manipulation, data poisoning, adversarial inputs, and data exfiltration vectors
Perform we...
For US applicants
This is a 1099 independent contractor role. It is not compatible with F-1 OPT, STEM OPT, or any visa status that requires W-2 employment, guaranteed hours, or employer sponsorship. We are unable to provide offer letters or employment verification for this role.
What You'll Be Doing Probe and stress-test AI-powered applications, APIs, and supporting infrastructure to surface vulnerabilities before attackers do:
Run penetration tests against AI apps, APIs, and infrastructure β reconnaissance through exploitation and post-exploitation
Hunt AI/ML-specific attack surfaces β prompt injection, jailbreaks, model manipulation, data poisoning, adversarial inputs, and data exfiltration vectors
Perform we...