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Penetration testing


At DigitalSkills, our Penetration Testing and Attack Simulation services constitute the fundamental pillar of proactive cybersecurity defense. As a 100% Portuguese company founded in 2015, we provide comprehensive and tailored assessments that simulate real threats to identify vulnerabilities across the entire digital ecosystem of organizations. As of February 2026, with NIS2 in force in most EU Member States (including Portugal, where Decree-Law no. 125/2025 entered into force on April 3, 2026, following transposition in December 2025) and DORA applicable since January 2025 in the financial sector, regular penetration testing is no longer optional — it is a mandatory demonstration of risk management and operational resilience.

Our penetration tests go far beyond superficial assessments: we identify critically exploitable vulnerabilities, analyze the response of security controls, assess their business impact, and provide proof-of-concept exploitation (performed safely) to support remediation prioritization — tailored to your business needs. All tests follow international standards such as OWASP, PTES, OSSTMM, NIST, and MITRE ATT&CK, under Black-Box, Grey-Box, and White-Box models, ensuring alignment with compliance requirements and high-quality reporting.
 

Internal and External Penetration Testing

  • External Penetration Tests assess the Internet-exposed perimeter — public IPs, web servers, email servers, VPNs, and externally accessible cloud services — simulating anonymous hackers attempting intrusion attacks from outside. We perform reconnaissance (passive and active), vulnerability analysis, exploitation attempts, and post-exploitation analysis to test firewall rules, IDS/IPS evasion, and resistance to credential stuffing. 
  • Internal Penetration Tests assume that the attacker has already bypassed the perimeter (for example, via phishing or supply chain compromise) and simulate lateral movement, privilege escalation within the Active Directory domain, and data exfiltration from inside the network. These tests assess vulnerabilities in Active Directory, endpoint security, segmentation controls, and Insider Threat scenarios. Together, internal and external testing provide a complete view of the attack surface, essential for NIS2 supply chain risk assessments and DORA ICT risk management.

Web and Mobile Application Penetration Testing

  • We conduct in-depth testing of web applications (custom-built, SaaS, APIs) and mobile applications (iOS/Android) using a hybrid approach: automated analysis combined with expert manual testing. Core areas include OWASP Top 10 risks (e.g., access control, injection flaws, insecure deserialization), API security (REST/GraphQL), authentication bypass, session management issues, and client-side vulnerabilities. For mobile applications, we test resistance to reverse engineering, insecure data storage, improper platform usage, and dynamic analysis (runtime behavior, network traffic). These assessments are crucial for financial entities under DORA and essential entities under NIS2, preventing data exfiltration that could trigger mandatory 24-hour notifications.

Wireless and IoT Penetration Testing

  • Wireless networks (Wi-Fi, Bluetooth) and IoT ecosystems are tested for rogue access points, weak encryption (WPA2/3 cracking), evil twin attacks, deauthentication floods, and protocol vulnerabilities. IoT testing includes firmware extraction, physical tampering risks, insecure communications (MQTT, CoAP), default credentials, and cloud backend exposures. With the exponential increase of connected devices in smart manufacturing, healthcare, and energy infrastructures (target sectors under NIS2), these tests help ensure secure OT-IT convergence and prevent critical security incidents.

SCADA and Industrial Control System Security

  • Specialized in operational technology (OT) environments within critical infrastructures (energy, utilities, manufacturing), we assess SCADA/ICS systems for protocol vulnerabilities (Modbus, DNP3, OPC UA), network segmentation weaknesses between IT and OT, vulnerabilities in legacy systems, remote access control flaws, and PLC logic weaknesses. Testing is non-disruptive whenever possible, with careful coordination to avoid production impact. This service directly supports NIS2 obligations for essential entities in industrial sectors.

Cloud Security Penetration Testing 

  • We assess multi-cloud and hybrid environments (AWS, Azure, Google Cloud, OCI) for insecure configurations (open S3 buckets, overly permissive IAM roles), insecure serverless functions, container/Kubernetes vulnerabilities, API gateway exposures, and metadata service attacks. Assessments include privilege escalation vectors, lateral movement via cloud resources, and compliance with cloud security baselines (CIS Benchmarks). In the cloud-dominant landscape of 2026, these tests address DORA’s emphasis on third-party ICT risks and NIS2 supply chain assessments.

Secure Code Review and Static Code Analysis

  • Our Secure Code Review (manual) and Static Application Security Testing (SAST) identify vulnerabilities early in the software development lifecycle — before code reaches production. We review source code for logic flaws, insecure dependencies, cryptographic issues, input validation vulnerabilities, and hard-coded secrets. Integrated into CI/CD pipelines for shift-left security, this service detects issues that automated tools cannot identify and provides developer-friendly remediation guidance. In the era of AI-generated code and accelerated development, secure coding practices are crucial to prevent supply chain attacks and maintain NIS2 / DORA compliance.

WHY CHOOSE DIGITALSKILLS FOR YOUR PENETRATION TESTING?
Our certified team (with international credentials in ethical hacking and security) combines manual expertise with AI-powered platforms to deliver efficient and precise results. Testing engagements include executive summaries, prioritized risk ratings (CVSS + business context), detailed remediation steps, and optional retesting. We deliver measurable security posture improvements, helping organizations avoid NIS2 fines (up to millions of euros) and DORA regulatory actions, while building real resilience against evolving threats such as ransomware and APTs.

In 2026, with cybersecurity threats accelerating in sophistication and frequency (AI-powered attacks, expanded attack surfaces), proactive penetration testing is not merely about compliance — it is a strategic imperative. Contact DigitalSkills today to schedule your tailored assessment and elevate your defenses.
 

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