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Published on: Jul 15, 2022

| Updated: Jun 9, 2025

How Can Penetration Testing Enhance Your GRC Program?

The value of your organization eventually comes down to how clean, safe, and reliable your data is.

So, this is the key question: Can you trust your data?

This article will help you understand how penetration testing can provide clear and concise direction on securing your company's value from cyberattacks.

Let's get started!

What is Penetration Testing?

A penetration test is a simulated and controlled cyberattack on your organization executed by professional security experts. These penetration testers (also known as "white hat" hackers) use strategies and tools to access your computer systems, networks, websites, or applications.

Penetration testing (or pen testing) aims to identify vulnerabilities in your IT security systems, so you can repair these weaknesses before cybercriminals exploit them. Moreover, it can evaluate the performance of your organization's security programs and internal controls.

For example, you can evaluate:

As a result, pen testing reveals how cybercriminals can access sensitive data through computer systems, networks or even your employees.

What are Common Security Issues Penetration Testing Can Uncover?

Penetration testing goes beyond surface-level checks. It dives deep into your systems to find vulnerabilities before cybercriminals do. Here are some of the most common weaknesses a thorough pen test can reveal:

  • Server Security Misconfigurations: Sometimes, basic settings are overlooked or left at default values, which creates easy entry points for attackers.

  • Cross-Site Scripting (XSS): Pen testers look for places where malicious code could be injected into your web pages, putting your users’ data at risk.

  • Broken Access Controls: This is when someone can access information or functions that should be off-limits. Pen testing tests the boundaries to make sure unauthorized users can’t sneak in.

  • Exposure of Sensitive Data: Whether it’s accidental data leaks or improper storage, penetration tests spotlight areas where confidential information may be at risk during normal operations or a breach.

  • Authentication and Session Weaknesses: Penetration testers try to intercept or hijack sessions to see if they can impersonate users or steal sensitive details.

By uncovering these issues, penetration testing lets you patch up the cracks before they turn into major incidents—saving you from the headaches of breaches, downtime, or non-compliance. Identifying these gaps before attackers do is crucial. Pen testing allows your organization to correct these issues proactively—helping you avoid serious breaches, regulatory headaches, and costly downtime.

The bottom line?

Penetration testing will help you uncover and quickly remediate security weaknesses, keeping you always one step ahead.

Why do you Need Penetration Testing in your GRC Program?

According to PWC, cyber risk is a top concern for CEOs in 2022 " even more than macroeconomic volatility, health risks, climate change or geopolitical crises in some cases.

Graphic illustrating the top concerns for CEOs in 2022.

So, here is the deal...

Cybersecurity is not just spending resources and creating hundreds of policies for internal control. Instead, you must be proactive and identify security gaps through constant examination and tests.

Did you know that 2021 had the highest average data breach cost in 17 years?

IBM report shows that costs rose from USD 3.86 million to USD 4.24. Moreover, the average cost was USD 1.07 million higher in breaches where remote work due to COVID-19 was a factor.

Here is where penetration testing comes in.

Certainly, it would be best to validate your cybersecurity and internal policies in a real-world (but controlled) environment. By doing so, you will expose your organization to techniques and methods that a real hacker would employ.

Once you understand your vulnerabilities, you can improve your internal controls, assess risks more efficiently and remediate security weaknesses. As a result, you will enhance your compliance programs, generating more business and increasing trust from your clients.

Software Secured is a leading Canadian provider in offering penetration testing services for companies undergoing compliance. Learn more about their services here.

What Security Issues Can Penetration Testing Uncover?

Penetration testing goes beyond surface-level checks. It dives deep into your systems to find vulnerabilities before cybercriminals do. Here are some of the most common weaknesses a thorough pen test can reveal:

  • Server Security Misconfigurations: Sometimes, basic settings are overlooked or left at default values, which creates easy entry points for attackers.

  • Cross-Site Scripting (XSS): Pen testers look for places where malicious code could be injected into your web pages, putting your users’ data at risk.

  • Broken Access Controls: This is when someone can access information or functions that should be off-limits. Pen testing tests the boundaries to make sure unauthorized users can’t sneak in.

  • Exposure of Sensitive Data: Whether it’s accidental data leaks or improper storage, penetration tests spotlight areas where confidential information may be at risk during normal operations or a breach.

  • Authentication and Session Weaknesses: Penetration testers try to intercept or hijack sessions to see if they can impersonate users or steal sensitive details.

By uncovering these issues, penetration testing lets you patch up the cracks before they turn into major incidents—saving you from the headaches of breaches, downtime, or non-compliance.

How do Ethical Hackers Test Your Defenses?

Penetration testers approach your systems using a few different methodologies, each designed to mimic a unique perspective a real attacker might have:

  • White box testing: Here, ethical hackers are given full access to your system information—think network maps, source code, and detailed credentials. This comprehensive approach uncovers vulnerabilities that may only be obvious with insider knowledge.

  • Black box testing: In contrast, testers begin with zero information, just like an outside attacker would. The goal? To see if sensitive data or systems can be breached purely through public-facing entry points and trial-and-error.

  • Grey box testing: This hybrid method gives testers partial access or knowledge—more than an outsider, but not as much as an insider. It reflects what a staff member or contractor might know, efficiently uncovering weaknesses from the “middle ground.”

By combining these different testing strategies, ethical hackers can identify and address security gaps from every angle, ensuring your defense isn’t just strong at the surface, but all the way through.

Assessing Risks with Penetration Testing

Risk assessment is a vital part of your cybersecurity management process and a requirement of many IT standards. On the other hand, pen testing is a way to assess cybersecurity risks by exposing your organization's vulnerabilities.

What does this mean?

Penetration testing has an essential role in risk evaluation. In particular, it helps you identify, assess, and prioritize your company's risks.

The following image shows the risk management process:

Image of a risk management process

In particular, a risk assessment will help you with:

  • Identifying vulnerabilities, threats, and risks

  • Estimating the probability of risks being realized

  • Defining mitigation priorities by risk severity and the likelihood of occurrence

Assessing risks and threats is vital to improving your cybersecurity. In fact, it is a continuous process that helps you evaluate your security controls, identify issues, and estimate their impact.

Why conducting this assessment?

  • To prevent hacks, data breaches, and data loss.

  • Evaluate network security

  • To ensure compliance

  • Create security policies and procedures

  • Reallocate resources

  • Train your employees

  • Protect your reputation

There are three critical stages you must include in the assessment.

Essential stages of risk management

The first stage aims to list all the data and resources you need to protect. Some examples are:

  • Personal information of clients and employees

  • Financial data

  • Partners information

  • Unique business activities

The second state is detecting vulnerabilities. For example, you can use vulnerability scanning.

Finally, the third risk assessment stage is defining threats and assessing risks. Here, you need to:

  • Analyze vulnerabilities

  • Prepare for possible exploits

  • Estimate the likelihood of risks occurring

  • Assess the potential consequences

A wide range of security practices can help you with this third stage, risk assessment. However, penetration testing is the most balanced regarding time consumption, cost, risk coverage, and results. Furthermore, penetration testing is a requirement of NIST, HIPAA, PCI DSS, GDPR, SOC 2, ISO 27001, and other regulations.

How Often Should you do Penetration Testing?

Penetration tests are not a one-time activity. Instead, they have become a standard exercise for organizations to uncover weaknesses and assess their security posture. For example, most organizations conduct penetration tests 1–2 times yearly or quarterly (penetration testing as a service). However, many others perform these tests monthly, weekly, or even daily.

So, what should you do?

Although there isn't a one-size-fits-all solution, you should run a pen test if you are:

  • Adding a new network infrastructure or web application

  • Upgrading your information systems

  • Moving to new offices

  • Applying security patches

  • Modifying end-user policies

Also, if you are unsure, remember that the frequency of the penetration tests also depends on:

  • Company size: Larger companies might have more urgency to test their systems.

  • Exposure: Companies with more exposure (different countries) tend to be at a higher risk.

  • Budget: Penetration tests are expensive so smaller organizations will test less frequently.

  • Compliance: Depending on the industry, you might need to run pen tests for compliance (SOC 2, PCI DSS, and ISO 27001).

  • Infrastructure: If your company has a 100% cloud environment, you might not be allowed to test that infrastructure.

Why Consider Penetration Testing as a Service (PTaaS)?

With the evolving threat landscape, many organizations are turning to Penetration Testing as a Service (PTaaS) to keep up with the pace and scale of modern cyber threats. PTaaS allows you to conduct penetration testing on a more frequent basis—even continuously—without overburdening your IT team. This approach provides several advantages:

  • Stronger risk management: Frequent testing uncovers vulnerabilities as soon as they appear.

  • Business continuity: Regular assessments minimize the chance of an overlooked gap disrupting operations.

  • Improved compliance: Ongoing testing helps you meet the requirements of regulations like NIST, HIPAA, PCI DSS, GDPR, SOC 2, and ISO 27001.

  • Brand reputation: Proactive security strengthens trust with customers and partners.

  • Better ROI: Regular, targeted testing ensures your security investments are working as intended.

  • Adaptability: PTaaS supports remote work and distributed environments, so your security stays consistent no matter where employees are located.

Continuous testing means a significantly lower chance of a data breach compared to a single annual test. By making penetration testing a repeatable, ongoing process, organizations can discover risks in real time and address them before attackers do—all while maintaining normal business operations.

In a nutshell:

Your data determines the value of your organization. So, undoubtedly, the more tests you run, the better you will prepare your business against cyberattacks. At the very least, you should run 1 or 2 penetration tests per year. However, if you have the opportunity, you could run penetration testing as a service.

How to Best Leverage Penetration Testing Results to Improve your GRC Efforts?

You run the test, and the results shock you, your networks are not as safe as you thought, and your data may be at risk. Also, your employees are not following some of your internal processes.

What happens next?

Well, you have just completed a successful penetration test. You are one step ahead of real hackers who want to steal your data. Moreover, the penetration testing report you will receive is a goldmine of information and evidence you need to work on immediately.

How can you leverage the results?

This is what you can do with your pen test results to improve your security posture:

1) Review and discuss the results with your team: Go over the report summary, the different tests performed and the results. In particular, you need to identify and quantify the security risks and determine the possible causes.

2) Replicate all known issues: A good penetration testing report should include everything you need to replicate each issue the testers found.

Why should you do this?

  • False positives can exist

  • Reproducing vulnerabilities will help you understand them internally

3) Rate each risk: If the penetration test results show more than one issue, you need to rate them according to severity.

4) Determine a resolution for each risk: It is time to get to work. In general, there are found major resolutions to aim for:

  • Eliminate: Closing the vulnerabilities

  • Reduce: Mitigate the vulnerabilities, reducing the likelihood of exploitation.

  • Manage: You know the vulnerability and monitor it (but it is not mitigated).

  • Accept: The vulnerability exists within your risk acceptance.

5) Implement the fixes: This step is straightforward. The developers and security experts will start implementing the solution you and the team have found.

6) Review the process: Whether this was your first or tenth pen test, evaluations and reviewing are never-ending processes.

These are benefits penetration testing will bring to your GRC efforts:
  • Evaluates the effectiveness of security control and policies

  • It helps identify the effectiveness of security awareness training

  • It will help you identify your security posture

  • Provides information to support regulatory compliance

  • It enhances the effectiveness of your overall security lifecycle

  • Identifies and categorizes risks

But the advantages don’t stop there. When you move beyond one-off testing and adopt a continuous approach (sometimes referred to as Penetration Testing as a Service), you unlock even more value for your organization:

  • Better risk management: Ongoing discovery and remediation of risks means you’re less likely to be blindsided by threats.

  • Stronger business continuity: Regular testing helps ensure your critical operations can withstand real-world attacks.

  • Safer customers and partners: Protecting sensitive data builds trust and safeguards your relationships.

  • A protected brand reputation: Avoid the fallout of public breaches and maintain your credibility.

  • Fewer financial losses: Proactively addressing vulnerabilities keeps costly incidents at bay.

  • Better compliance: Stay ahead of regulatory requirements with clear, documented evidence of your proactive security measures.

  • Improved ROI from security investments: Continuous insight ensures your resources are spent where they matter most.

  • Security wherever your employees work: Whether your team is remote or in-office, regular testing keeps your defenses strong.

Continuous penetration testing doesn’t just find weaknesses—it supports your ability to respond rapidly, adapt your strategy, and maintain a strong security posture in an ever-changing threat landscape.

Final Thoughts

Pen testing is a valuable part of a comprehensive security program. In fact, it can provide clear and concise direction on securing your data and networks from real-world attacks.

Most importantly, cybersecurity is more than spending resources and creating policies. It is about proactivity and long-term, constant examination and improvement of your systems and processes.

In essence:

To ensure confidentiality, integrity and availability of your data (company's value), you should regularly test your information security programs.