Penetration Testing

Find the Vulnerabilities Before the Attackers Do

CrackaJack conducts rigorous, methodology-driven penetration tests that go beyond automated scanning — delivering actionable findings your security and engineering teams can act on immediately.

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Vulnerability Scan

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Compliance Scans Are Not Penetration Tests

Vulnerability scanners and automated tools identify known weaknesses. They do not simulate what a skilled attacker actually does with them.

Penetration testing is adversarial by design. Our certified testers think and operate like threat actors — chaining vulnerabilities, exploiting misconfigurations, and testing the boundaries of your controls in ways that automated tools cannot replicate.

The result is not a list of CVEs. It is a clear picture of what an attacker could realistically achieve in your environment — and what you need to close to stop them.

Pen Testing Services

Network Penetration Testing — External and Internal

External testing simulates an attacker with no prior access attempting to breach your perimeter. Internal testing assumes a foothold already exists — mimicking insider threats, phishing victims, or compromised endpoints. Both are necessary for a complete picture.

Web Application Penetration Testing

We test web applications for vulnerabilities including injection flaws, authentication weaknesses, access control bypasses, business logic errors, and API security gaps — mapped against OWASP Top 10 and beyond.

API Security Testing

Modern applications live and die by their APIs. We test REST, GraphQL, and SOAP APIs for broken authentication, improper data exposure, rate limiting failures, and authorization flaws.

Mobile Application Testing

iOS and Android application security testing covering local data storage, transport layer security, authentication mechanisms, and reverse engineering exposure.

Cloud Security Assessment

Configuration review and penetration testing across AWS, Azure, and GCP environments — covering IAM misconfigurations, storage exposure, network security group gaps, and privilege escalation paths.

Social Engineering and Phishing Simulations

Technical controls are only as strong as the humans operating them. We conduct phishing campaigns, vishing tests, and physical social engineering assessments to measure and improve human-layer resilience.

Red Team Exercises

For mature security programs, we conduct objective-based red team operations that simulate advanced persistent threats — testing detection, response, and containment capabilities under realistic conditions.

Methodology

We follow industry-standard methodologies including PTES (Penetration Testing Execution Standard), OWASP Testing Guide, and NIST SP 800-115 — adapted to your environment and objectives.

Every engagement follows a structured process

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Scoping and Rules of Engagement

We define objectives, targets, test windows, and boundaries before any testing begins. No surprises for your operations team.

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Reconnaissance and Enumeration

We gather intelligence on your environment using the same techniques an attacker would — open source intelligence, service enumeration, and technology fingerprinting.

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Exploitation

We attempt to exploit identified weaknesses — not just flag them. This includes manual exploitation, privilege escalation, lateral movement, and objective achievement.

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Post-Exploitation Analysis

We document what was accessible after gaining a foothold — data, systems, credentials — to demonstrate the real-world impact of each finding.

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Reporting

You receive two deliverables: an executive summary for leadership and a technical report for your security and engineering teams. Every finding includes severity rating, evidence, business impact, and a specific remediation recommendation.

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Remediation Support

We do not disappear after the report. We support your team through remediation and conduct a retest to verify that findings have been addressed.

Our Credentials

Our penetration testers hold CEH (Certified Ethical Hacker) and OSCP (Offensive Security Certified Professional) certifications — the industry benchmark for hands-on offensive security skills. OSCP in particular requires candidates to compromise live systems under examination conditions, not pass a multiple-choice test.

You are working with practitioners who have demonstrated real-world offensive capability, not consultants who have read about it.

Compliance Alignment

PCI-DSS (Requirement 11.4)

SOC 2

ISO 27001 (A.12.6)

HIPAA Risk Analysis

NIST 800-53 (CA-8)

FedRAMP

Our services

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Social Media & Marketing

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Data Privacy

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Penetrating Testing

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Know Your Exposure Before Your Auditor — or an Attacker — Does

Book a free discovery call. We will discuss your environment, define scope, and give you a clear picture of what a penetration test will cover and what you can expect from the findings.