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Lead, Offensive Security

HumanaUnited States🌍 Remote
Full-time7-15
$142k - $196k
per year
👁️ 0 views📝 0 applicationsPosted 8/15/2026Expires 10/14/2026
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Job Description

Become a part of our caring community We're hiring the technical leader of our red team, a hands-on Lead who runs our hardest adversary-emulation campaigns, sets how the team operates, owns the rules of engagement, and moves us into AI-augmented red teaming.

You will own the craft: the tradecraft, the standards, the objective-based operations, and the safe, authorized conduct of offensive work.

Red teaming here is not vulnerability coverage and not automated control validation, it's objective-based adversary emulation: we measure whether the enterprise can detect, resist, and respond to a realistic adversary pursuing a mission objective, across network, social engineering, physical, and assumed-breach domains, mapped to MITRE ATT&CK and validated with our defenders through purple teaming.

This is a remote role on a specialized offensive-security team, red teaming shoulder-to-shoulder with Penetration Testing, Breach & Attack Simulation, and Bug Bounty. Fridays are for research and development.

You'll have Hack The Box Pro Labs and role-based paths, discretionary certification funding, and a conference/training budget. What you'll own The red-team tradecraft and standards. You set the methods, playbooks, and quality bar the team operates to.

These are adversary emulation, C2 tradecraft, initial access, privilege escalation, lateral movement, defense evasion, and assumed-breach methodology — and keep them current as adversaries and defenses evolve. The hardest campaigns.

You scope, lead, and land the most complex objective-based operations end-to-end, and you're the technical escalation point when an operation hits a wall. Rules of engagement and safe conduct.

You own the authorization, scoping, deconfliction, and rules-of-engagement governance that keep offensive operations legal, in-scope, and safe. AI-augmented red teaming, on two fronts. You drive how the team operates and matures agentic AI offensive tooling to sharpen planning, tradecraft research, evidence synt

Required Skills

MITRE ATT&CKPenetration TestingBreach & Attack SimulationBug BountyHack The Box Pro LabsC2 tradecraftinitial accessprivilege escalationlateral movementdefense evasionassumed-breach methodologyadversary emulationAI-augmented red teamingagentic AI offensive toolingtradecraft researchevidence synthesispurple teamingnetworksocial engineeringphysical

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