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AI Cybersecurity Services

AI Cybersecurity ServicesAI Cybersecurity ServicesAI Cybersecurity Services

With over 30 years of experience in offensive and defensive cybersecurity leadership, we offer a comprehensive security program that includes AI security, penetration testing, and the expertise of a Virtual CISO as your dedicated partner.

AI Cybersecurity Services

AI Cybersecurity ServicesAI Cybersecurity ServicesAI Cybersecurity Services

With over 30 years of experience in offensive and defensive cybersecurity leadership, we offer a comprehensive security program that includes AI security, penetration testing, and the expertise of a Virtual CISO as your dedicated partner.

Do You Know Where AI Is Being Used in Your Organization?

 Shadow AI is in your environment. The question is whether you can see it. Our Shadow AI Risk Scan runs a 14-day active technical assessment and delivers independent practitioner findings.


Complimentary for qualified organizations.

Request a Shadow AI Risk Assessment

Our Founder's Most Recent Book

Book cover titled 'AI Is the Next Internet' by Jeromie Jackson.

AI is not just another technology trend. It is a shift in authority.

This book is written for CIOs, CTOs, CAIOs, and senior executives who want to remain relevant as AI reshapes how decisions are made, how risk expands, and how leadership influence is exercised, particularly in the context of AI security. It is not a book about tools, models, or hype; rather, it focuses on responsibility, engagement, and the implications of waiting for certainty that never arrives, especially when it comes to critical areas like penetration testing and the role of a Virtual CISO.

Why AI security expands risk through behavior, not just technology. How authority moves before understanding catches up in the realm of penetration testing. Why security alone cannot solve leadership hesitation in adopting new technologies. How agentic AI changes accountability and decision-making, influencing the role of a Virtual CISO. Why performative AI initiatives fail while others quietly win, and what leaders must internalize to stay ahead of the next technology shift.

Receive a Complimentary Copy

What We Do

Offensive Testing

Offensive Testing

Offensive Testing

Digital security breach with firewall and hacker icons.

For over 20 years, we’ve been at the forefront of breaking things to enhance AI security. Our penetration testing goes beyond basic scans; we cover real-world attack chains, credential abuse, cloud configuration weaknesses, web and API flaws, social engineering, and ransomware-style kill-chain testing. As your virtual CISO, we identify what matters, explain what attackers would do next, and provide you with a clear, prioritized fix path.

vCISO Leadership

Offensive Testing

Offensive Testing

Blue shield with a lock and fiery flame on one side symbolizing cybersecurity.

Achieve security leadership without the costs of a full-time hire. We assist organizations in developing strategic security programs that align with CIS, NIST, and FFIEC requirements, while also enhancing your AI security posture. Our services include board reporting, risk assessments, policy development, vendor management, ongoing advisory, and measurable outcomes, including penetration testing. You benefit from senior-level guidance and a Virtual CISO that provides a security roadmap designed to advance your business.

Cyber Defense

Offensive Testing

Cyber Defense

Digital illustration of a firewall with security and cloud backup icons.

We provide practical engineering solutions to close real security gaps, including AI security measures, hardening endpoints, and enhancing identity systems. Our approach covers email security, cloud workloads, network segmentation, and vulnerability reduction, all while incorporating penetration testing strategies. We also focus on modern monitoring to ensure robust protection. Our team designs, implements, and optimizes controls that function effectively in real production environments—not just theoretical frameworks. For organizations seeking strategic guidance, our Virtual CISO services help navigate these challenges.

AI Security

Managed Security Service Provider

Cyber Defense

Blue robot icon with gears and a red flame on a dark background.

AI introduces new risks — model poisoning, prompt injection, and exposure of sensitive data through tools like ChatGPT and Copilot. 


We provide AI security solutions, including AI Risk Assessments, penetration testing focused on AI vulnerabilities, and Virtual CISO leadership to help you deploy AI safely using secure architectures, hardened RAG workflows, and AI-specific controls. 


Enable innovation while keeping data and operations protected.

Data Classification & RBAC

Managed Security Service Provider

Managed Security Service Provider

Cybersecurity threat with firewall protection and risk management icons.

When AI security becomes a priority in business, visibility into your data is crucial. We assist in identifying where sensitive files reside, who has access to them, and which AI systems might inadvertently ingest or expose this data. Our assessments reveal real risks, enabling you to secure data before it can be misused by AI models or attackers. This process includes risk scoring, remediation guidance, and governance recommendations, ensuring you are well-prepared long before any misuse occurs, whether by AI or through penetration testing, with the support of a Virtual CISO.

Managed Security Service Provider

Managed Security Service Provider

Managed Security Service Provider

Flaming firewall illustration with lock and managed security service provider text.

When attacks occur, real-time visibility and fast action make all the difference. With our AI security solutions, we deliver 24/7 monitoring, threat investigation, and response support, enabling you to contain incidents before they spread. Your team gains clarity, not noise. Our services include continuous detection, penetration testing, threat hunting, and guided remediation to strengthen your security posture. Additionally, our Virtual CISO offerings provide expert guidance to enhance your overall security strategy.

Why Cinderlabs

Offense-Informed Defense

Senior Leadership Without the Overhead

Senior Leadership Without the Overhead

Digital graphic illustrating offense-informed defense with cybersecurity icons and a flame symbol.

We’ve spent decades on the offensive side — breaking into systems, chaining vulnerabilities, and understanding how attackers think. This expertise, combined with our focus on AI security, shapes every recommendation we make. You receive practical, prioritized guidance based on real-world attacker behavior, including insights from penetration testing, not just checklists. Additionally, our Virtual CISO services ensure that your security strategy is informed by the latest trends in threat detection and response.

Senior Leadership Without the Overhead

Senior Leadership Without the Overhead

Senior Leadership Without the Overhead

A shield with a lock and flame symbol, highlighting secure leadership.

CinderLabs offers the strategic leadership of a seasoned Virtual CISO without the expense of a full-time hire. We emphasize governance, engineering, and continuity, while ensuring measurable outcomes that propel the business forward. Our approach includes AI security measures and thorough penetration testing to establish clear priorities, foster effective communication, and deliver real results.

Built for the AI-Powered Enterprise

Senior Leadership Without the Overhead

Built for the AI-Powered Enterprise

Graphic highlighting AI-powered enterprise with security and technology elements.

AI is transforming how organizations operate and simultaneously expanding the attack surface. We assist teams in adopting AI securely through robust AI security measures, secure architectures, and hardened workflows. Our approach includes penetration testing and implementing guardrails that protect data and operations while enabling innovation, all under the guidance of a Virtual CISO.

What Clients Say

“As our Virtual CISO, Jeromie has been instrumental in advancing our entire security program, particularly in integrating AI security measures.” — Mortgage Company


“I’ve consistently observed Jeromie’s deep cybersecurity expertise, especially in penetration testing, and his ability to lead and guide departmental initiatives effectively.” — Banking Customer


“We have improved our security posture tremendously, thanks to their guidance and hands-on support in implementing AI security strategies.” — Technology Consultancy

Let's Talk Security

Whether you need penetration testing, leadership, or guidance on AI security — our Virtual CISO services are here to help.

Contact CinderLabs

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