Best Penetration Testing Companies 2026

Compare what leading penetration testing companies offer in 2026, from network and cloud testing to web applications, red teaming, and social engineering assessments. DeepSeas combines manual testing, adversary emulation, and actionable remediation guidance to help organizations identify exploitable attack paths, validate security controls, and produce evidence for boards, insurers, customers, and compliance requirements.

Ethical hacker conducting a penetration test on enterprise systems

Our Penetration Testing Services

Manual security testing and adversary simulation reveal exploitable weaknesses across infrastructure, cloud, applications, people, and processes.

Network Testing

Manual testing examines external and internal network infrastructure, Active Directory, APIs, wireless systems, cloud environments, and physical access points to document realistic attack paths and remediation priorities.

Cloud Testing

Cloud penetration testing evaluates identity, permissions, configurations, exposed services, APIs, secrets, logging, detection coverage, and boundaries between cloud accounts and environments.

Web Application Testing

Ethical hackers assess web applications, mobile applications, and APIs for authentication, authorization, business logic, input handling, data exposure, and third-party component weaknesses.

Red Teaming

Red team and adversary emulation engagements use realistic attacker tradecraft to test whether security monitoring and response operations can detect and interrupt a defined objective.

Social Engineering

Phishing, vishing, smishing, and physical testing evaluate how people, processes, procedures, and technical controls respond to credible attempts to obtain access or sensitive information.

Offensive Security

Integrated offensive security engagements combine controlled attack simulations, penetration testing, and manual validation to identify weaknesses automated testing may miss.

Human-Led Testing

Find the Attack Paths That Matter

DeepSeas penetration testing uses ethical hackers and real attacker tradecraft rather than relying on checkbox scans alone. Testing can examine networks, cloud environments, applications, physical access, and social engineering risks, with findings documented through evidence, reproduction details, risk context, and practical remediation guidance. This helps security teams validate whether controls hold and focus resources on weaknesses that could materially affect the organization.

Cybersecurity tester reviewing documented attack paths and remediation findings
Evidence That Matters

Security Outcomes

See how structured offensive testing can clarify exposure, validate controls, and guide practical security improvements.

"DeepSeas is a pleasure to work with. They produce consistent and outstanding results for us and our program, while being thorough, knowledgeable, and easy to work with. We have not had a finding in a certification/re-certification audit in three years across five ISO standards!"

Ed Jones
Ed Jones
The DeepSeas Difference

Why Choose DeepSeas?

DeepSeas connects offensive testing with broader cyber defense, helping organizations turn findings into measurable security improvements.

Manual Expertise

Ethical hackers validate weaknesses by hand and reduce reliance on automated findings alone.

Broad Coverage

Test networks, cloud, applications, physical access, and social engineering through one security partner.

Actionable Findings

Reports provide evidence, attack paths, risk context, and remediation guidance security teams can use.

30 Years Experience

Approximately 30 years of cyber defense experience supports practical, organization-focused testing decisions.

Meet The DeepSeas Team

Experienced cybersecurity practitioners support testing, strategy, response, and compliance engagements.

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 does a penetration test evaluate?

A penetration test evaluates whether ethical hackers can exploit weaknesses in systems, applications, infrastructure, processes, or human workflows. Depending on scope, testing may examine networks, Active Directory, APIs, wireless systems, cloud environments, web and mobile applications, physical access, phishing, voice, or text-based social engineering. The objective is to demonstrate realistic attack paths and provide evidence that supports remediation decisions.

How is penetration testing different from vulnerability scanning?

What types of penetration testing does DeepSeas provide?

How do I choose a penetration testing company?

How long does a penetration test take?

What will we receive after a penetration test?

Can penetration testing support compliance or customer requirements?

Does DeepSeas offer remediation retesting?

Need Help Choosing A Testing Approach?

Talk with DeepSeas about your objectives, environment, and security testing requirements.

Recognized Expertise

Awards and Recognition

ISO Lead Auditor certification reference for DeepSeas specialists

ISO Lead Auditor certifications held by DeepSeas specialists

ISO Lead Auditor certifications held by DeepSeas specialists.

Gartner top 40 Managed Detection and Response provider recognition

Gartner top 40 Managed Detection and Response provider recognition

Recognized as a top 40 Managed Detection and Response provider by Gartner.

2024 Frost Radar Managed Detection and Response recognition

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

Recognized as a Leader and top-five provider in the 2024 Frost Radar market.

Frost & Sullivan 2024 Competitive Strategy Leadership Award

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

Award for Competitive Strategy Leadership in Managed Detection and Response.

2024 Global MDR Best Practices Award for Strategy

2024 Global MDR Best Practices Award for Strategy

Recognition for strategy in the 2024 Global MDR Best Practices Award.

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