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Find the weaknesses
before attackers do.

Cybersecurity assurance is the independent verification layer that tells you whether your security controls actually work — not on paper, but against realistic attack techniques. Our testers hold OSCP, OSWE, OSCE, OSWP, CREST CPSA, and CREST CRT certifications. Penetration testing, breach simulation, application security, and independent audit. Evidence-based and built for remediation, not compliance theatre.

Controls in place is not the same as controls that work.

Most organisations have security controls in place. Firewalls, endpoint detection, MFA, patching cycles. The harder question is whether those controls are actually working — under real conditions, against realistic attack techniques, configured the way they were designed to be.

Cybersecurity assurance is the independent verification process that answers that question. It sits above your operational security program and gives leadership an honest read on actual risk posture: what is working, what is failing quietly, and where your exposure is greatest. For APRA-regulated entities, it also satisfies the independent assurance obligations under CPS 234 that require evidence, not documentation.

At Cliffside, assurance work spans active testing and independent review. The goal is the same across both: genuine evidence of your real security posture. See all cybersecurity services →

Testing calibrated to your actual risk, not a generic scope.

Most penetration testing engagements follow the same pattern: fixed scope, fixed methodology, fixed deliverable. The report looks thorough. But it rarely answers the question that actually matters: what could an attacker realistically do to this organisation?

Our testing is scoped to your threat model, not a standard template. We assess what you are actually exposed to — whether that is your external attack surface, your internal environment, your web applications, your wireless networks, or your staff's susceptibility to social engineering. And we tell you honestly what we find, in language that security teams and boards can both act on.

  • Scope built around real riskWe do not sell a fixed number of IP addresses. We scope engagements to your actual threat model and the controls you care about most.
  • Technically credentialed teamOSCP, OSWE, OSCE, OSWP, CREST CPSA, and CREST CRT — not vendor certifications, but the profession's hardest technical qualifications.
  • Reports built for remediationEvery finding includes a clear description, evidence, risk rating, and actionable remediation guidance — not generic CWE references and CVE scores.
  • Debrief and retest includedWe brief your technical team on findings in person or via call. Retest of critical findings is included as standard.

What we test.

01 / SERVICE
Network pentesting
Infrastructure Penetration Testing

External and internal infrastructure assessments that simulate realistic attack paths. External testing covers your internet-facing attack surface — everything an attacker can see before they get in. Internal testing assumes a foothold and evaluates lateral movement, privilege escalation, and persistence. Scoped to your environment, not a standard IP count.

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02 / SERVICE
Web application testing
Web Application Penetration Testing

Manual, depth-first application testing against OWASP and beyond. Our OSWE-certified testers conduct source code review where applicable and go significantly deeper than automated scanner output. Authentication, authorisation, injection, business logic, API security — assessed as an attacker would approach them, not as a compliance checklist.

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03 / SERVICE
Wireless security
Wireless Network Security Assessment

Wireless security assessments covering corporate Wi-Fi, guest networks, rogue access point detection, and wireless client security. Delivered by OSWP-certified testers with deep expertise in wireless attack techniques. Particularly relevant for environments with sensitive data transmission, or where physical access to a site is a realistic threat vector.

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04 / SERVICE
Breach simulation
Breach Simulation & Adversary Emulation

Realistic simulations of specific attack scenarios relevant to your industry and threat model — ransomware deployment paths, credential harvesting, supply chain compromise, and targeted intrusion. Designed to test your detection and response capability, not just your preventative controls. OSCE-certified expertise in advanced exploitation and post-exploitation techniques.

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05 / SERVICE
Social engineering
Social Engineering & Phishing Assessments

Controlled phishing, vishing, and pretexting exercises that measure your organisation's susceptibility to the most common attack entry point. Campaigns are designed to reflect realistic, targeted attacks — not generic commodity phishing. Output includes per-department breakdown, behavioural analysis, and a targeted awareness training recommendation.

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06 / SERVICE
Security assurance and code review
Security Assurance & Code Review

Security assurance services for development teams — secure code review, threat modelling for new applications, SDLC security integration, and developer security training. We identify security issues before they reach production, and build the internal knowledge so your developers find them earlier next time.

07 / SERVICE
Cybersecurity audit
Cybersecurity Audit

Structured cybersecurity audits against ISO 27001, Essential Eight, APRA CPS 234, and other frameworks. We assess governance, technical controls, compliance gaps, and operational practices — producing evidence-based findings with a prioritised remediation roadmap your team can act on.

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The certifications that matter.

These are not vendor-administered multiple-choice examinations. Offensive Security certifications are performance-based — pass or fail against a real target environment, with no partial credit. They represent genuine hands-on technical capability.

OSCP
Offensive Security Certified Professional

The industry benchmark for penetration testers. 24-hour live examination against a real target network. Demonstrates practical, hands-on exploitation skills in realistic environments.

OSWE
Offensive Security Web Expert

Expert-level web application security assessment, including white-box source code review. Covers advanced authentication bypass, second-order vulnerabilities, and complex multi-step attack chains.

OSCE
Offensive Security Certified Expert

Advanced exploitation techniques including custom exploit development, shellcode creation, and attack methodologies for hardened targets. One of the most demanding certifications in offensive security.

OSWP
Offensive Security Wireless Professional

Wireless network security assessment and exploitation. Covers WEP, WPA/WPA2, rogue access points, wireless client attacks, and advanced wireless reconnaissance techniques.

CREST CPSA
CREST Certified Professional Security Analyst

Foundation-level CREST qualification covering core security assessment principles, network security, and basic vulnerability analysis. Entry point to CREST's professional accreditation framework.

CREST CRT
CREST Certified Registered Tester

Rigorous examination-based qualification validating advanced technical penetration testing competence. Required for CREST-accredited penetration testing work across multiple regulated industries.

Our testing methodology.

Structured, evidence-based, and repeatable — built around delivering results that are actionable, not impressive-looking.

PHASE 01
Scoping & Threat Modelling

We spend time understanding what you are trying to protect, who might want to compromise it, and what a realistic attack would look like against your specific environment. Scope is built around your risk model, not a standard template.

PHASE 02
Reconnaissance & Enumeration

Passive and active information gathering, attack surface mapping, service enumeration, and initial vulnerability identification. We document the attacker's view of your environment before a single exploit attempt is made.

PHASE 03
Exploitation

Controlled, evidence-based exploitation of identified vulnerabilities, demonstrating real impact — not theoretical risk. Every finding is documented with proof-of-concept evidence appropriate for the sensitivity of the target.

PHASE 04
Post-Exploitation & Impact Analysis

Where appropriate and within agreed scope, we demonstrate the realistic business impact of a successful compromise — lateral movement, privilege escalation, data access, or persistence — to give you an accurate picture of your actual exposure.

PHASE 05
Reporting & Debrief

A structured report with executive summary, technical findings, evidence, risk ratings, and prioritised remediation guidance. Followed by a debrief with your technical team. Critical finding retest included as standard.

Cybersecurity assurance: common questions.

What is cybersecurity assurance?
Cybersecurity assurance is the independent verification that an organisation's security controls are operating effectively against realistic threats. It differs from simply having controls in place — it answers whether those controls actually work. In practice it covers active testing (penetration testing, breach simulation, application security) and independent review (security audits, compliance gap analysis, configuration assessment). The output is an evidence-based picture of real risk posture, not a self-assessed compliance checklist.
What does a cybersecurity assurance program include?
A well-structured cybersecurity assurance program typically includes penetration testing of infrastructure and applications, breach simulation to test detection and response capability, security audits against relevant frameworks (ISO 27001, Essential Eight, APRA CPS 234), configuration review of critical systems, and secure code review for development environments. The right mix depends on your threat model, regulatory obligations, and what you have already invested in preventative controls.
How does cybersecurity assurance differ from penetration testing?
Penetration testing is a component of cybersecurity assurance, not the whole thing. Assurance covers the full verification of your security program — active testing that finds vulnerabilities, and independent review that audits whether your controls, policies, and configurations are sound. Penetration testing tells you where attackers can get in. Broader assurance work tells you whether your whole security investment is reducing risk in the way you think it is.
Which frameworks apply to cybersecurity assurance in Australia?
The most relevant frameworks for Australian organisations are the ASD Essential Eight (the Australian government's baseline mitigation strategy), APRA CPS 234 (mandatory for APRA-regulated financial institutions, which includes independent assurance obligations), ISO 27001 (the international standard for information security management), and the NIST Cybersecurity Framework. APRA-regulated entities have specific testing obligations under CPS 234 that require evidence-based control verification, not just policy documentation.
How often should cybersecurity assurance testing be conducted?
Most frameworks recommend annual penetration testing as a minimum, with continuous or quarterly vulnerability scanning in between. APRA CPS 234 requires testing commensurate with risk, which regulators interpret as at minimum annually for critical systems. High-risk environments or organisations that have experienced an incident typically warrant more frequent testing. The right cadence depends on how much your environment changes, your threat profile, and what your regulatory obligations require.
What certifications should cybersecurity assurance testers hold?
In Australia, the most credible qualifications for assurance testers are CREST CRT (required for CREST-accredited work, common in regulated industries), OSCP (the industry benchmark for penetration testers, a 24-hour live examination against a real target network), and OSWE for application security. Be cautious of providers whose team holds only vendor-administered certifications. Offensive Security and CREST qualifications require demonstrated hands-on technical capability — they cannot be passed by memorising multiple-choice answers.

Tell us what you're trying to protect.

We'll scope a cybersecurity assurance engagement built around your actual risk environment — not a generic package. No obligation to proceed after the initial conversation.