Offensive AI Security for Modern Organizations

Offensive AI Security helps organizations identify weaknesses in AI tools, models, applications, and supporting infrastructure before attackers exploit them. DeepSeas combines ethical hacking, controlled attack simulations, risk assessment, and expert-led remediation to expose realistic attack paths and strengthen defenses. With approximately 30 years of cyber defense experience, DeepSeas helps security teams make AI adoption more measurable, resilient, and strategically useful.

Ethical hackers testing an AI security environment

Our Offensive AI Security Services

Controlled testing and expert assessment reveal AI-related weaknesses across applications, infrastructure, people, and security operations.

AI Security Assessments

DeepSeas evaluates AI-related risks across systems, applications, infrastructure, and processes, helping organizations identify weaknesses before AI adoption expands their attack surface.

Penetration Testing

Ethical hackers use controlled attack simulations and real attacker tradecraft to expose exploitable weaknesses in networks, cloud environments, applications, APIs, and supporting systems.

Red Team Exercises

Human-led adversary emulation tests whether security controls, monitoring, and response processes can detect and interrupt realistic attack paths targeting defined organizational objectives.

Cloud Testing

Manual cloud penetration testing examines identity, permissions, configurations, exposed services, APIs, secrets, logging, and the connections between cloud and on-premises environments.

Application Testing

Web, mobile, and API testing identifies authorization, authentication, business logic, data exposure, input handling, and workflow weaknesses automated scanning may miss.

Social Engineering Testing

Phishing, vishing, smishing, and physical assessments evaluate how people, processes, and technical controls respond to credible attacker attempts.

Proactive Risk Reduction

Find AI Security Weaknesses Before Attackers Do

Offensive AI Security gives organizations a practical way to test whether defenses hold as AI tools, models, and AI-driven products expand across the business. DeepSeas combines manual penetration testing, adversary simulation, application testing, and risk assessment to connect individual weaknesses into realistic attack paths. Findings are documented with evidence and remediation guidance, helping security leaders prioritize changes that reduce exposure rather than accumulate another disconnected report.

Security professionals reviewing AI penetration testing findings
Evidence Over Assumptions

Security Testing Outcomes

See how controlled testing helps organizations validate defenses, prioritize remediation, and support confident AI adoption.

"DeepSeas data security experts are top notch. They have helped us to improve our cybersecurity posture through risk assessments, penetration testing, and the development of a Data Governance Strategy. They are an invaluable partner."

Christine
Christine
The DeepSeas Difference

Why Choose DeepSeas?

DeepSeas connects offensive testing with the broader cyber defense program, turning findings into measurable security improvement.

Expert-Led

Practitioners use hands-on testing and real attacker tradecraft instead of relying only on automated scans.

Integrated

Offensive findings can inform detection, exposure management, response, governance, and security strategy.

Evidence-Based

Detailed findings, proof of exploitation, and remediation guidance make risks easier to understand and act on.

Experienced

Approximately 30 years of cyber defense experience supports practical advice for complex organizations and environments.

Meet The DeepSeas Team

Experienced cybersecurity practitioners support testing, strategy, and measurable risk reduction.

Portrait of Lewie Dunsworth, Chief Executive Officer at DeepSeas

Lewie Dunsworth

Chief Executive Officer

Lewie Dunsworth serves as Chief Executive Officer of DeepSeas, leading the company's mission to make cybersecurity a strategic advantage for nearly 1,000 organizations worldwide. Under his leadership, DeepSeas has grown into a recognized leader in Managed Detection and Response, earning recognition from Gartner and Frost & Sullivan as a top provider in the industry. Lewie drives the company's vision across its six-layer cyber defense stack, spanning strategic advisory, offensive security, threat intelligence, managed detection and response, the CyberFusion SOC, and governance, risk and compliance. He is committed to ensuring that enterprise, mid-market, government, and education clients receive proactive, measurable, and customized cybersecurity outcomes. Lewie's leadership reflects nearly three decades of industry experience and a steadfast focus on client trust and operational excellence.

Portrait of Keith Robertson, Risk Management and Compliance Executive at DeepSeas

Keith Robertson

CISM, CIPP/E, SANS GCIH, GIAC, HITRUST

Keith Robertson brings 25 years of governance, risk management, and compliance experience to DeepSeas, including prior service as a Fortune 500 Chief Security Officer and Enterprise Risk Officer. He holds an impressive array of certifications, including CISM, CIPP/E, SANS GCIH, GIAC, and HITRUST, reflecting his comprehensive expertise across security management, privacy, incident handling, and healthcare compliance. Keith's executive-level experience gives him a unique perspective on enterprise risk, allowing him to help DeepSeas clients align cybersecurity strategy with broader business objectives. His background in high-stakes corporate security leadership positions him well to guide organizations through complex governance challenges and regulatory requirements. Keith is committed to helping clients build mature, enterprise-grade risk management programs that support long-term security and compliance success across diverse industries.

Portrait of Sean Duffy, Cybersecurity and Legal Advisor at DeepSeas

Sean Duffy

CISSP, CCSK, Licensed Attorney

Sean Duffy combines 25 years of cybersecurity experience with a unique legal background, holding both CISSP and CCSK certifications as well as a license to practice law. A United States Navy veteran, Sean brings a disciplined, mission-focused approach to his work advising C-suite executives and boards of directors on cybersecurity strategy and risk. His legal expertise allows him to provide clients with a nuanced understanding of regulatory and liability considerations alongside technical security guidance, a combination that is especially valuable for organizations navigating complex compliance landscapes. Sean's extensive advisory experience makes him a trusted voice for senior leadership teams seeking to understand cybersecurity risk in business terms. His military background and legal training reflect the depth and diversity of expertise that defines the DeepSeas team.

Portrait of Matt Lammers, CISO and IT Risk Executive at DeepSeas

Matt Lammers

CISSP, HITRUST

Matt Lammers is an experienced CISO and IT risk executive who brings both deep technical certification and management consulting experience to DeepSeas. Holding CISSP and HITRUST credentials, Matt has built a career helping organizations strengthen their cybersecurity posture while managing enterprise-level risk. His consulting background equips him with strong skills in translating complex security concepts into actionable business strategies for executive stakeholders. Matt's international perspective, including his status as an Australia permanent resident, gives him valuable insight into global compliance and security considerations that benefit DeepSeas clients operating across borders. He is dedicated to helping organizations build resilient, well-governed cybersecurity programs that align with both operational needs and executive priorities, reinforcing DeepSeas' commitment to customized, outcome-driven security solutions.

Frequently Asked Questions

What is offensive security in cybersecurity?

Offensive security is the authorized practice of thinking and operating like an attacker to identify weaknesses before malicious actors exploit them. It includes penetration testing, red team exercises, adversary emulation, social engineering assessments, and related security testing. DeepSeas uses controlled engagements to demonstrate realistic attack paths, evaluate whether defenses work, and provide actionable remediation guidance.

What does Offensive AI Security include?

Why should organizations test AI systems offensively?

How is penetration testing different from a vulnerability scan?

Can DeepSeas test cloud-based AI environments?

Does offensive testing include applications and APIs?

What happens after an offensive security assessment?

How do organizations prepare for an AI security assessment?

Have More AI Security Questions?

Talk with DeepSeas about testing priorities, scope, and practical next steps.

Recognized & Certified

Awards and Recognition

ISO Lead Auditor certification reference

ISO Lead Auditor certifications

Held by DeepSeas specialists.

Gartner recognition for DeepSeas

Gartner top 40 Managed Detection and Response provider recognition

Recognized by Gartner in 2023.

Frost Radar recognition for DeepSeas

2024 Frost Radar Global Managed Detection and Response Market Leader and top-five provider recognition

Recognized in the 2024 Frost Radar market.

Frost & Sullivan award recognition for DeepSeas

Frost & Sullivan 2024 Best Practices Competitive Strategy Leadership Award for Managed Detection and Response

Award received for Managed Detection and Response.

2024 Global MDR Best Practices Award recognition

2024 Global MDR Best Practices Award for Strategy

Recognition listed among DeepSeas awards.

Strengthen Your AI Security Strategy

Share your goals with DeepSeas and discuss how controlled offensive testing can expose and reduce AI-related risk.

Contact Us Today

To help us assist you faster, please include the reason for your message so the relevant team can reach out as soon as possible.