Senior AI-Driven Offensive Security Engineer

Humana Inc; Lincoln (NE); Remote; USD 118,000 - 162,000; Full time

Benefits offered by this job

Medical, dental and vision benefits

401(k) retirement savings plan

Annual bonus incentive program

Travel/remote work flexibility

Job summary

Humana Inc. seeks a Senior Offensive Security Engineer to build and operate AI-driven tooling for offensive security, including autonomous agents and LLM-based workflows.

You will run live engagements, perform red-team operations, and push tooling into real service lines while aligning with enterprise AI security goals. The role combines hands-on software engineering with offensive testing across cloud, network, and application layers, with opportunities to influence security strategy and

Qualifications

• 4+ years in Red Team, Penetration Testing, Purple Team or Bug Bounty with end-to-end engagements.
• Production Python engineering experience building and operating tooling.
• Hands-on designing or operating AI agents/LLM applications: agentic workflows, tool/callable orchestration.
• Experience testing AI/ML systems: prompt injection, jailbreaking, adversarial techniques.
• Production cloud experience with AWS, GCP, or Azure.

Responsibilities

• Build production-grade AI-driven offensive tooling and agents.
• Run penetration tests (network, web, cloud, infra) accelerated by tooling.
• Lead purple-team exercises to validate defenses and close gaps.
• Conduct adversarial testing of the enterprise's AI, verify guardrails and safety.

Skills

Offensive operations experience

Production Python engineering

Agentic AI tooling

AI attack testing

Cloud fluency

Tools

Cobalt Strike

Sliver

Mythic

PyRIT

Garak

Job description

Humana Inc. seeks a Senior Offensive Security Engineer to build and operate AI-driven tooling for offensive security, including autonomous agents and LLM-based workflows.

You will run live engagements, perform red-team operations, and push tooling into real service lines while aligning with enterprise AI security goals. The role combines hands-on software engineering with offensive testing across cloud, network, and application layers, with opportunities to influence security strategy and