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Testing & Assurance / Penetration Testing

Real-world attacks.
Controlled environment.

Cliffside's penetration testing services are delivered by highly qualified, industry-certified professionals with deep technical expertise across infrastructure, web applications, wireless networks, and advanced exploitation techniques. Our testing goes beyond automated scanning to simulate the techniques and tactics of real attackers — focused on the vulnerabilities that would matter most in a real incident.

Certified to the highest industry standards.

Our team holds globally recognised certifications that demonstrate practical, hands-on capability — not just theoretical knowledge. This breadth of certification ensures our assessments are technically thorough and aligned with globally recognised methodologies and best practice.

OSCP
Offensive Security Certified Professional

Demonstrates practical, hands-on penetration testing skills in real-world environments. The gold standard for demonstrating that a tester can actually find and exploit vulnerabilities — not just run tools.

Offensive Security
OSCE
Offensive Security Certified Expert

Covers advanced exploitation, custom exploit development, and complex attack methodologies. Proves capability in scenarios where off-the-shelf tools aren't enough.

Offensive Security
OSWE
Offensive Security Web Expert

Focused on expert-level web application security testing and source code review. Validates the ability to identify and exploit complex web vulnerabilities through manual analysis.

Offensive Security
OSWP
Offensive Security Wireless Professional

Specialises in wireless network security assessment and exploitation. Covers the full range of wireless attack techniques and protocol weaknesses.

Offensive Security
CREST CPSA
Certified Professional Security Analyst

Covers core security assessment principles and methodologies. Validates foundational competence in penetration testing under the internationally recognised CREST framework.

CREST
CREST CRT
Certified Registered Tester

Validates advanced technical penetration testing competence under rigorous examination standards. Recognised across government and regulated industries as a benchmark for testing quality.

CREST

Comprehensive coverage across your attack surface.

Network & infrastructure

Internal and external network penetration testing — assessing firewalls, network segmentation, exposed services, and the paths an attacker could take through your environment.

External attack surface

Assessment of everything exposed to the internet — identifying what an attacker can see and exploit before gaining internal access.

Internal network

What can an attacker do once inside? Lateral movement, privilege escalation, and access to sensitive systems — tested under realistic conditions.

Cloud infrastructure

Penetration testing of Azure, AWS, and hybrid environments — misconfiguration identification, IAM weaknesses, and cloud-specific attack vectors.

Social engineering

Targeted phishing campaigns, vishing, and physical security testing — assessing the human element of your security posture.

Wireless networks

Assessment of WiFi security, rogue access point detection, and wireless attack surface — including guest network segmentation. Delivered by OSWP-certified wireless security specialists.

Methodical. Evidence-based. Risk-focused.

Cliffside's testing approach is methodical, evidence-based, and risk-focused — designed to provide clear, actionable outcomes that strengthen your organisation's security posture. Every finding is validated manually and prioritised by genuine business impact.

01
Scoping & planning

We understand your environment, your operational constraints, and what you most need to know. We define scope, rules of engagement, and timing together.

02
Reconnaissance & enumeration

We map your attack surface the way a real attacker would — gathering intelligence, identifying exposed services, and building a picture of your environment.

03
Active testing

Methodical exploitation of identified vulnerabilities — using real techniques, not just automated tools. Every significant finding is validated manually by our OSCP and OSCE certified testers.

04
Reporting

Clear, actionable findings prioritised by business impact — not just CVSS score. Executive summary, technical detail, and specific remediation steps.

05
Remediation support

We're available to clarify findings, answer questions, and help your team understand what needs to be fixed and why.

Know what attackers
would find first.

Book a scoping conversation. We'll understand your environment and design a penetration test that gives you genuine assurance — not a recycled report.