Senior AI‑Driven Offensive Security Engineer – Remote

Humana Inc; Columbus (OH); Remote; USD 118,000 - 162,000; Full time

Job summary

Humana, Inc. is seeking a Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, to build production-grade AI agents and tooling used in real pentests and purple-team exercises.

You'll pair offensive operations with AI engineering, delivering engagements end-to-end, and shaping a platform that scales across cloud environments while protecting health data for millions of people. The role blends hands-on development with operational testing, requiring deep security expertise and cloud

Qualifications

• 4+ years in roles such as Red Team, Penetration Testing, Purple Team / control validation, or Bug Bounty.
• Production Python engineering: you build and operate real tooling, not only one-off scripts.
• You've built with agentic AI: hands‑on designing, building, or operating AI agents or LLM applications: agentic workflows, tool/function‑calling, and orchestration.
• You've attacked AI: hands‑on testing of AI/ML systems: prompt injection, jailbreaking, and adversarial techniques.
• Cloud fluency: production experience with at least one major Cloud Service Provider (AWS, GCP, or Azure).

Responsibilities

• Build agentic offensive tooling with production-grade software and AI agents.
• Run penetration tests across network, web, cloud, and infrastructure.
• Run purple-team exercises to validate security countermeasures and improve detections.
• Run red-team operations and assess enterprise AI, including prompt injection and model extraction.

Skills

Offensive operations experience

Production Python engineering

Agentic AI

AI/ML security testing

Cloud fluency

Tools

Cobalt Strike

Sliver

Mythic

Job description

Humana, Inc. is seeking a Senior Offensive Security Engineer, AI-Driven Red Team & Tooling, to build production-grade AI agents and tooling used in real pentests and purple-team exercises.

You'll pair offensive operations with AI engineering, delivering engagements end-to-end, and shaping a platform that scales across cloud environments while protecting health data for millions of people. The role blends hands-on development with operational testing, requiring deep security expertise and cloud