Remote Senior AI Offensive Security Engineer

ProCircular; North Liberty (IA); Remote; USD 120,000 - 180,000; Full time

Job summary

ProCircular is seeking a senior offensive security engineer to lead network penetration testing across the Midwest and help build our AI red team practice from the ground up. You will own the scope, testing, reporting, and client readouts, shaping a greenfield AI security offering.

You will design testing methodologies for AI systems, test for prompt injection and tool abuse, and map work to OWASP ATLAS, MITRE ATLAS, and NIST AI RMF references. Remote work with a distributed team is expected.

Qualifications

• Five+ years of hands-on offensive security experience.
• OSCP or equivalent hands-on certification.
• Deep depth in internal and external network pentesting, including AD attack paths, credential attacks, privilege escalation, and lateral movement.
• Ability to carry a client engagement solo from kickoff through readout.
• Strong written English; reporting is a large part of this job.
• Comfort working remotely on a distributed team.
• Ability to pass the background checks our education and public sector clients require.

Responsibilities

• Plan and execute internal and external network penetration tests, from scoping through remediation guidance.
• Run engagements independently. You own the scope, the testing, the report, and the client readout.
• Write findings a system administrator can act on and an executive can understand.
• Present results to technical teams and to leadership, including IT directors, executive sponsors, and boards.
• Retest remediated findings and help clients actually close gaps rather than just cataloging them.
• Contribute to purple team exercises and adversary simulation work as engagements call for it.

Skills

Offensive security

OSCP

AD attack paths

Solo client engagements

Strong English

Remote work

Background checks

Tools

Python

Code harnesses

Job description

ProCircular is seeking a senior offensive security engineer to lead network penetration testing across the Midwest and help build our AI red team practice from the ground up. You will own the scope, testing, reporting, and client readouts, shaping a greenfield AI security offering.

You will design testing methodologies for AI systems, test for prompt injection and tool abuse, and map work to OWASP ATLAS, MITRE ATLAS, and NIST AI RMF references. Remote work with a distributed team is expected.