Understand Your Cyber Security Risks

Our Detect services help you spot risks before attackers do. With clear guidance and hands‑on support, we strengthen your cyber posture and give you confidence that your business is protected.

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The Risk of Not Knowing Your Weaknesses

Cyber threats continue to grow, and many businesses don’t realise where they’re exposed until it’s too late. Without regular assessments and monitoring, vulnerabilities go unnoticed, leading to downtime, financial loss and reputational damage.

  • Hidden weaknesses that attackers can exploit
  • Failing compliance or cyber insurance checks
  • Lost productivity from breaches or downtime
  • Increased recovery costs after an incident
  • Damage to customer trust
  • Misconfigurations left undetected

Not sure where to start? We'll guide you.

43% of Businesses reported having experienced any kind of cyber security breach or attack in the last 12 months

Cyber security breaches survey 2025, Gov.uk

Services to Secure Your Organisation

We offer a full range of assessments designed to uncover risks, strengthen your security posture and help you make informed decisions.

Penetration Testing

Identify vulnerabilities through controlled, real‑world attacks.

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Red Teaming

Test your defences with advanced adversary simulations.

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Posture Assessments

Understand your organisation’s overall cyber readiness.

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Vulnerability Assessments

Detect, prioritise and fix known threats quickly.

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Penetration Testing

Our penetration tests simulate real attacks to identify vulnerabilities across your networks, apps and systems. You get clear, actionable findings so you can reduce risk and stay compliant.

Best for:

  • Meeting compliance or insurance requirements
  • Testing specific systems or applications
  • Organisations wanting a clear risk picture

Benefits:

  • Real‑world threat simulation
  • Clear prioritised report
  • Practical remediation guidance

Request a Penetration Test Quote

Red Teaming

Red Teaming goes deeper than traditional testing, replicating sophisticated, persistent attackers. We assess your detection, response and resilience across people, processes and technology.

Best for:

  • Enterprise‑level organisations
  • Testing incident response capability
  • Understanding full attacker paths

Benefits:

  • Advanced, multi‑layer testing
  • Identifies real security gaps
  • Strengthens detection and response

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Posture Assessments

Our posture assessments evaluate your organisation’s readiness across policies, processes and technology. We help you understand where you stand and what to improve.

Best for:

  • Board‑level reporting
  • Maturity reviews
  • Organisations starting their cyber journey

Benefits:

  • Clear roadmap for improvement
  • Simple scoring and recommendations
  • Tailored to your business

Book a Posture Review

Vulnerability Assessments

Our vulnerability scans identify known threats and misconfigurations across your systems. With regular insights, you can fix issues before they become problems.

Best for:

  • Regular checks
  • Smaller teams needing support
  • Compliance and maintenance

Benefits:

  • Fast identification of issues
  • Prioritised remediation list
  • Reduced attack surface

Schedule Your Scan

Making IT Work For You

Chess is one of the UK’s leading independent and trusted technology service providers, employing more than 240 skilled people across the UK, supporting over 18,000 organisations.

We believe IT should work for you, reduce costs, deliver efficiency, keep you secure, enhance your work-life balance, improving performance. At Chess, we’re passionate about our unique culture and our continuous investment in our people to be industry experts.

We’re extremely proud that our people voted us No.1 in ‘The Sunday Times 100 Best Companies to Work for’ list 2018, and we continue to celebrate more than 17 years in the top 100.

Frequently asked questions

Penetration testing is a controlled cyber security test that simulates how real attackers might try to break into your systems. It helps identify weaknesses in networks, applications or devices before they can be exploited.
A penetration test doesn’t just list technical issues. It explains what the risk means for your business and provides clear, practical recommendations to reduce that risk. Many organisations also use penetration testing to support compliance, audits and cyber insurance requirements.

Penetration testing is important because it helps you understand your real‑world exposure to cyber threats. Without testing, vulnerabilities can go unnoticed until an attacker finds them first.
Regular penetration testing helps:
  • Reduce the risk of data breaches and downtime
  • Protect customer and business data
  • Support compliance and regulatory requirements
  • Provide assurance to boards, insurers and stakeholders
It gives you confidence that your security controls work as intended.

Penetration testing focuses on identifying vulnerabilities in specific systems, such as a network, application or cloud environment. It is usually scoped, time‑bound and designed to find and prioritise weaknesses.
Red teaming goes further. It simulates a real attacker over a longer period, testing how well your organisation detects, responds to and recovers from an attack. This includes people, processes and technology, not just systems.
In short:
  • Penetration testing finds weaknesses
  • Red teaming tests resilience and response

Red teaming in cyber security is an advanced form of testing where ethical attackers simulate real‑world threat actors. The goal is to understand how an attacker could move through your organisation and whether your teams and tools can detect and stop them.
A red team acts like a genuine adversary, using multiple techniques rather than a single test. This approach helps organisations understand real risk, improve detection and strengthen incident response processes.

A cyber security posture assessment reviews your organisation’s overall readiness to prevent, detect and respond to cyber threats. It looks beyond individual systems and considers technology, policies, processes and people.
The outcome is a clear picture of where you are today, what risks exist, and what actions will have the biggest impact. Posture assessments are often used to support strategy planning, board reporting and long‑term improvement.

Assessing your cyber security posture involves reviewing how well your current controls protect your organisation. This typically includes:
  • Reviewing security policies and processes
  • Assessing technology and configuration
  • Identifying gaps against best practice
  • Prioritising improvements based on risk
At Chess, we present findings in clear language, with practical recommendations so you can take action with confidence.

A security vulnerability assessment identifies known weaknesses and misconfigurations across your systems. It focuses on finding issues that attackers could exploit, such as outdated software or insecure settings.
Unlike penetration testing, which simulates attacks, vulnerability assessments are designed to provide regular visibility of risk and support ongoing maintenance of your security environment.

A vulnerability assessment usually follows a clear, repeatable process:
  • Systems are scanned for known vulnerabilities
  • Findings are reviewed and validated
  • Risks are prioritised based on impact and likelihood
  • You receive a report with clear remediation guidance
This helps you focus on fixing the most important issues first, without unnecessary complexity.

Yes. Cyber risks change constantly as systems are updated, new software is introduced and threats evolve. One‑off assessments provide a snapshot, but ongoing vulnerability assessments help you maintain a strong security posture over time.
Regular assessments are especially important for growing organisations, regulated environments and businesses with limited in‑house security resources.

No. All testing is carefully planned to minimise disruption. We agree scope, timing and safeguards in advance, and keep you informed throughout the process.
Our aim is to improve your security without affecting day‑to‑day operations.

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