VPN Penetration Testing Service

The use of a VPN is frequently adopted in order to provide secure access for remote workers to the internal network, or parts thereof. Communications relayed over VPN will often contain sensitive client data. It is therefore vitally important that the connections remain secure and robust against malicious compromise. Any breach may impact the confidentiality, integrity and availability of data. Securing VPN is a key requirement for information security. VPN security testing should be part of all organisation’s risk assessment phases.

Covid-19 : Remote Delivery Options

We want to reassure customers that we can still provide internal penetration testing services. We have a range of remote connectivity options and solutions for remotely testing, and we will work with you to ensure the testing can still go ahead as planned and on time.

Benefits of VPN Penetration Testing


Experienced Consultants

With over 15 years combined corporate expertise in the field of information assurance & penetration testing


Bespoke penetration testing

We will develop a test that fits your business needs


Testing Tools

We use open source and commercial tools and our own testing apps developed by our in-house software development team


Fully accredited

Certified by CREST and with qualifications from EC Council, Offensive Security and SANS



Clear and easy to understand reports including recommendations for remediation and improvement


Fair Pricing

Fixed price proposals with fully detailed project scope and no unexpected costs

Talk to us, before you need us

If you would like your internal or external network tested or you have a web application/portal that requires testing then we can help with any pen-testing project.

VPN Security - Hybrid Working

With hybrid and remote working increasing in popularity, it’s never been more important for organisations to have a robust VPN service in place. Cyber criminals can use a range of malicious methods to breach a VPN service, meaning routine reviews are essential for your cyber security posture and maintaining your peace of mind. Our experienced team of VPN pen testers will carry out a comprehensive six-stage review to undercover any unknown vulnerabilities and misconfigurations

Penetration Testing Services Available

Wizard Cyber offer a range of penetration testing services to fit your requirements. Please click on the links below to find out more information about each pentest service.


Our Process

The 5 steps below are broad categories and can generally be applied to multiple infrastructure assessment types, regardless of whether it is internal, external or some other combination.

Endpoint Review

Remote port and vulnerability scan of VPN termination device to discover any open ports and potentially vulnerable services.

Encrypted Tunnel Testing

Attempt to perform packet sniffing/Man-in-the-Middle attacks against VPN clients to verify tunnel encryption and authentication configuration.

Authentication Testing

Review of authentication mechanisms (eg. SSL Certificates, 2FA Solutions) to test effectiveness and identify any weaknesses.

Access Control

Identified services that implement authentication mechanisms will be reviewed to ensure that the solutions in use adhere to best practice recommendations and/or compliance regulations. Password controls, including password complexity/strength, multi-factor authentication and brute-force resilience of authentication mechanisms, will also be reviewed

IP Addressing

The IP address block used for the organisation’s internal network is one of those defined within RFC1918. Servers have static IP addresses (even if DHCP is used).

Network Segregation

In the event of a compromise of the VPN service, we will establish how far an attacker could penetrate into the network and test controls in place.

Certified By



If you have any further questions about our penetration testing service that are not answered below please feel free to call us on 0333 311 0121 or book a meeting with one of our cyber security experts
What is penetration testing?
Penetration testing is where someone takes on a hacker’s role and attempts to compromise or gain unauthorised access to a network or an application. Also known as white hat hacking, a qualified professional will use automated tools and manual processes to uncover any vulnerabilities and misconfigurations that present a cyber-security risk. A penetration test will give companies an overview of their security posture, highlighting flaws and allowing them to be patched before malicious hackers target them. Also known as white hat or ethical hacking, penetration tests are a vital part of an effective security strategy and are a mandatory component of many compliance schemes.
What are the different types of penetration testing?
Several types of penetration testing can be defined as either black, white or grey box testing. It’s also worth specifying there is a difference between an application test and an infrastructure test. As the name suggests, an application test is where a tester looks for flaws within an application to see if there’s any way to get at data or manipulate functionality in a way that wasn’t intended. This can involve cookie theft, XSS, man-in-the-middle attacks etc. On the other hand, infrastructure tests are where the tester attempts to gain entrance to a corporate network.

Black box testing
Black box testing is the closest simulation of real-world hacking in that the tester will know very little, if anything, about the target other than what is publicly available. These are often the least time-consuming tests as it relies solely on the tester discovering vulnerabilities in outwardly facing components. However, whilst these tests accurately represent real-life situations, they will not pick up any vulnerabilities, or misconfigurations present internally. Therefore, they cannot predict what damage an internal threat may cause.

White box testing
White box testing offers the most thorough security test. The tester has a full understanding of the application or infrastructure, how it works, and access from various levels. Likely, they’ll even have access to the source code or have a full detailed map of the internal infrastructure. The tester will probe for vulnerabilities and misconfigurations to gain access from an external position and look to see what damage can be done from an internal perspective.

Grey box testing
Grey box testing is a blend of black and white box testing and is often the most popular test type. The tester will have limited knowledge of the target, potentially including some documentation. They will often have basic user-level access, allowing for partial testing of the target’s internals.
What is the difference between a vulnerability assessment and a penetration test?
The terms penetration test and vulnerability assessment are often wrongly used interchangeably. A vulnerability assessment uses an automated tool to scan a network or application for known vulnerabilities. A penetration test is more involved and encompasses many aspects, providing you with a more comprehensive overview of your overall security.

A vulnerability scan may well be used in the initial stages of a penetration test to see any easily exploited flaws to work with. The tester will then go a step further, using brute-forcing, code injections, social engineering and other methods to exploit the vulnerability to gain access.
What are the stages of a penetration test?
All penetration test projects will start with an accurate scoping. Once the boundaries have been agreed upon and a goal decided upon, testers will begin some reconnaissance. This is the starting point for any hacker and the beginning of the cyber kill chain. This may include looking for any related URLs or domains that could be considered in scope and increase the attack area or conducting some vulnerability scans on their target. If social engineering is included in the test, recon activity may include searching publicly available sources for staff contact details, staff pass designs or email address formats.

The testers will then attempt to exploit any weakness found to gain unauthorised access. This can often have a trial and error-based approach. If successful, the tester will find out the extent of a hacker’s potential reach, compile some evidence and then provide a detailed report along with remediation advice.

Tests will often follow these steps:

  • Scoping
  • Reconnaissance
  • Active Scanning and Vulnerability Analysis
  • Mapping and Service Identification
  • Application Analysis
  • Service Exploitation
  • Privilege Escalation
  • Pivoting
  • Reporting & Debrief
Do I need a penetration test?
It’s recommended that businesses perform penetration tests at least annually or whenever a significant change is made to the environment. Certain compliance packages, such as PCI DSS, make regular penetration tests mandatory. If you want good cyber security, you need a penetration test.
What will I find in my penetration test report?
The content of a report will always depend on who has written the report. Wizard Cybers reports always contain a high-level business executive summary before drilling into an in-depth breakdown of each vulnerability, weakness or misconfiguration discovered, along with the mitigation and remediation advice. We will provide this in order of severity and priority.
How often should penetration testing be carried out?
Penetration testing should be conducted at least once per year.

We would also recommend conducting a penetration test any time you make significant changes to your infrastructure or network, such as when you make an upgrade to software or move to a new office. Our team can advise the best solution for your organisation.

Contact us for more information

Please fill out the form below or call us directly on +44 (0) 333 311 0121.