Fellow AI Offensive Security Engineer

Job overview

The Fellow AI Offensive Security Engineer role is remote, with work-from-home eligibility in North Carolina. The annual base pay range is $135,000–$235,000. The role is part of Ally’s Offensive Security team and collaborates with cybersecurity analysts, engineers, and stakeholders. The engineer tests AI-enabled systems and uses AI to support penetration testing, helping identify vulnerabilities and improve the organization’s security posture. The work includes technical assessment, automation, scoping with internal clients, and clear reporting of findings.

What you'll do

• Penetration test AI, large language model-powered systems, machine-learning platforms, APIs, and cloud environments
• develop tools and scripts to automate AI testing and penetration testing, purple teaming, and red teaming
• assess controls for retrieval-augmented generation, agentic workflows, and tool integrations
• report vulnerabilities with cross-functional teams
• produce professional penetration-test reports
• conduct scoping calls with internal clients. Training junior engineers may be required
• travel may occur up to twice a year.

What we're looking for

Skills & competencies

fellow ai offensive security engineer

ai security

offensive security

penetration testing

red teaming

purple teaming

large language models

cloud security

ally

north carolina

remote

annual base pay $135,000–$235,000

Work arrangement

• Weekend coverage required

Benefits & perks

• Paid time off, paid holidays, volunteer time off, 401(k) matching and company contributions, student loan paydowns, tuition reimbursement, employee stock purchase plan, health and insurance options, family-building assistance, and paid parental and caregiver leave.

Why this role

The posting calls for at least two years of offensive security experience focused on AI, and lists adversary emulation, physical penetration testing, and AI-assisted social engineering as bonus experience.

About the employer

Ally is hiring for this role. Industry: Miscellaneous Financial Investment Activities. Sector: 52.