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Coalfire

Senior Principal, AI Testing – Development

Coalfire

. Deliver on the most technically complex application, network, and adversary services engagements.

Posted 5/18/2026full-timeRemote • 🇺🇸 United StatesSenior💰 $226,000 - $250,000 per yearWebsite

Tech Stack

Tools & technologies
CloudCyber SecurityGoPython

About the role

Key responsibilities & impact
  • Deliver on the most technically complex application, network, and adversary services engagements.
  • Architect and build AI-powered platforms — including agentic systems — that automate reconnaissance, attack path discovery, exploitation, and reporting across the offensive lifecycle.
  • Maintain a relentless focus on outputs that move the P&L: tooling that compounds across engagements and improves over time.
  • Act as a hands-on senior leader in secure software development, model integration, and the engineering discipline required to build durable internal platforms.
  • Act as a trusted advisor to our clients’ senior leadership on security matters, providing insights and recommendations to inform strategic decision-making.
  • Collaborate with our sales and marketing teams to drive opportunity identification and rapidly grow the practice.

Requirements

What you’ll need
  • 10+ years of experience in cybersecurity, with a focus on deeply technical application pentesting, network pentesting, and adversary services/red team engagements
  • Deep understanding of application penetration testing and assessment tradecraft and methodologies (including browser-based, API, etc.)
  • Deep understanding of on-prem and cloud AD/identity misconfigurations, attack paths, and approaches to exploit them
  • Significant experience creating and delivering specialized testing and training for internal stakeholders and customers on the latest threat actor TTPs and capabilities, including advanced persistent threats (APTs), ransomware, and insider threats.
  • Extensive experience conducting offensive services engagements across a variety of platforms and environments, including on-premise, cloud, and hybrid environments.
  • Excellent communication and collaboration skills, with the ability to effectively convey complex technical concepts to both technical and non-technical audiences, including C-suite and board-level executives of Fortune 500 organizations.
  • Has excellent technical capabilities in terms of performing complex penetration test/adversary services
  • Has significant experience developing toolkits used for engagements in a way that both scale yet return ROI quickly
  • Has significant experience with integrating agents or parts of the ML pipeline into offensive security work
  • Has a strong ROI-centric focus approach, where the outputs of your projects directly impact the efficiency of humans doing the work to materially improve P&L outputs
  • Ability to thrive in a fast-paced, dynamic environment, and adapt quickly to changing priorities and requirements.
  • Extensive experience with golang and python, with the ability to work across different languages to integrate with ML pipelines for training, tuning, and inference of language models.

Benefits

Comp & perks
  • Paid parental leave
  • Flexible time off
  • Certification and training reimbursement
  • Digital mental health and wellbeing support membership
  • Comprehensive insurance options

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools
application penetration testingnetwork penetration testingadversary servicesAPI testingcloud AD/identity misconfigurationsoffensive securitytoolkit developmentmachine learning integrationgolangpython
Soft Skills
communication skillscollaboration skillsstrategic decision-makingadaptabilityleadership