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What is Web Application Penetration Testing?

98% of web applications are susceptible to cyber threats as per 2024 cybersecurity statistics by Terranova Security.

Proactive approach to securing your digital application and assets are no more just a technical necessity but a business imperative.

Web applications are the forefront of the majority of business. It is capable of acting as a front line of interaction with business with its customers.

AI-backed application development tools such as Cursor-The AI code editor and v0 from vercel have been a great utility for many when it comes to developing web applications. The ability of such tools to develop and tweak applications based on natural language is what makes it easier to use.

It ease of use also had been contributing greatly to the growth of insecure web applications. This is since the majority of codebase in existence are somehow vulnerable to a variety of threats and since these tools are trained on the same.

With all these, web application penetration has already become a need of the hour with the increase in volume and sophistication of cyber threats.

This blog is intended to guide you and your business through the ins and outs of web application penetration testing, how it is different from other testing approaches, and why it is a must for your business to invest in it.

What is Web Application Penetration Testing?

Web application penetration testing is the technique of simulating attack attempts on your web applications and systems. This is done with an intention to understand how bad actors can access sensitive data and determine the security posture of your system.

It is carried out either inside or externally and provides information about the target system, identifying vulnerabilities within it, and uncovering exploits that might compromise the system.

Conducting penetration testing for web applications also helps you to ensure incorporation of secure web development practices and to raise awareness and knowledge among your team of developers.

In this modern era, secure application is one of the key qualities which each and every stakeholders expect by default from you as a service provider. Insecure web application brings a greater risk of jeopardizing your reputations while it is harder to recover from a data breach impact.

Unlike traditional vulnerability scanning that is usually performed using automated tools, penetration testing for web applications conducts thorough analysis. It checks for known vulnerabilities as well as unexpected threats by leveraging added advantage of creativity and intuition from manual testing approaches.

This is helpful to identify threats such as logic errors, misconfigurations issues, and application design issues, which automated penetration testing solutions find harder to detect till present.

Web application penetration testing also provides you an added benefit of providing actionable insights.

While considering the purpose of web application penetration testing, as per expert opinion, it narrows down to two aspects which are:

Check our blog on Penetration Testing vs. Vulnerability Scanning to understand the key difference between two approaches to proactive security.

Process of web application penetration testing

1. Reconnaissance The first step is to gather information as much as possible about the asset to be analysed. Often the data is shared by the organisation about their infrastructure (white hat penetration testing) and often few or no data is provided (black hat penetration testing).

Reconnaissance are of two types – active and passive reconnaissance.

As its name suggests, in active reconnaissance, the tester interacts directly with the web application to conduct analysis and understand its structure, endpoints, and behaviour.

And in passive reconnaissance, techniques such as public records analysis and specialized web searches using certain softwares or techniques are done for the same.

2. Vulnerability scanning Details about the threats in your web application are detected in this phase.

Once sufficient information about the web application architecture is collected, the next step is to scan for vulnerabilities. This is done using automated and manual scanning techniques.

3. Penetration testing The vulnerabilities detected in your web applications are evaluated towards finding its impact upon the software and thereby the business itself. It is done by exploiting the threats in an attempt to gain unauthorized access to the system.

This is done in a controlled manner reducing the risk of operational disruption.

4. Report compilation Once the entire evaluation process of the penetration testing for web applications is done, all the findings with its relevant detailing and remediation suggestions are compiled into a comprehensive report. It will be tailored to the target audience.

5. Remediation and retest Using the data from the report, the IT and security team can start working on the remediation process towards mitigating the vulnerabilities detected in your web application and its related assets.

Once the process is complete, it is always suggested to conduct a retest to ensure your web application is in its optimal state of resilience to threats.

Also read - What is SaaS Penetration Testing?

Why Web Applications Are a Prime Target for Hackers?

Web application is the beating heart of the majority of the business in existence today. This is since it helps greatly in digitizing the operations of the firms.

Due to the same reason, it is the infamous prime target for hackers across the globe.

As per expert opinion, the major factors contributing to the whys of web application as the favorite attack vector is as follows:

1. Large attack surface: Every user interaction in a web application is an entry point for attackers. With the larger number of web applications, the opportunities for exploitation grow exponentially.

The automated scanners and botnets in control of the bad actors also contribute to the same greatly. For them even a single weakest access is of greater benefit with its potential to be subjected to privilege escalation options.

2. Access to sensitive data: Web applications store and process several sensitive data. This includes personal identities, financial information, and proprietary business data.

The more confidential the data being stored, the higher will be its data value.

Data value means the worth of a specific piece of data for an organization. This is used to measure potential damage which can be caused by a data breach or any cyber incident.

High profile incidents demand a greater amount of payoff or ransom from the attackers.

In simple terms, a single vulnerability in your web application is all it takes for all the catastrophes to happen. Which would lead to fraudulent activities and identity thefts causing immense reputational and trust damage to your business.

3. Third party integrations: Modern web applications are usually operated with heavy resilience on third-party APIs, cloud services, and plug-ins. As mentioned earlier, often an entire app is built using a single prompt, which takes references from other insecure codebase sources.

Any compromised external dependencies can cause a great threat since it would act similar to a trojan horse.

4. Availability of automation and custom script generation tools: Sophisticated automation tools are used by bad actors to scan, probe, and exploit vulnerabilities at scale. These tools have lower entry barriers and high potential for monetary rewards.

Tools such as SQLmap are capable of finding SQL injection vulnerabilities in your web applications which have a user interface understandable to someone with a beginner level of knowledge of technology.

Manual vs Automated Web Application Penetration Testing

Automated and manual penetration solutions are the two major options when it comes to assessing the security posture of your web application using penetration testing.

The human penetration tester's skill set, experience, intuition, and creativity serve as the foundation for the manual method. This method is slower and involves a greater amount of human effort, but it can be far more detailed and precise.

Manual pen testing can reveal vulnerabilities that automated methods may overlook, while also allowing the penetration tester to think differently and adapt to unforeseen scenarios.

Automated software is used in the automated method to search for vulnerabilities, which are typically repeated tasks in the other. This technique is rapid as well as effective and it can address an extensive amount of flaws in a brief amount of time. However, in this approach the chances to generate false positives (reporting vulnerabilities that do not exist) are higher.

Also, it may not be able to recognize all vulnerabilities, particularly those that require human intervention to detect.

Following is an expert analysis comparison table to help you understand the difference between both the approaches better.

FactorManual Penetration TestingAutomated Penetration Testing
Accuracy & False PositivesHigh accuracy with fewer false positives. Skilled testers validate and exploit vulnerabilities, ensuring that reported issues are genuine.Because of its reliance on specified criteria, rapid scanning may generate false positives/negatives. Manual review is still required to validate the findings.
Flexibility & CreativityHighly adaptive; human testers can think imaginatively and investigate complicated attack routes (e.g., business logic issues, blind SQL injection) that automated tools may overlook.Limited by scripted test cases and established vulnerability patterns; frequently difficulties with unique, multi-step exploits requiring human intuition.
Time EfficiencyIn-depth, meticulous testing might take weeks or months, leaving systems vulnerable throughout prolonged test cycles.Automated systems can perform scans in minutes, making them perfect for routine or continuous evaluations and incorporation into CI/CD processes.
CostGenerally more expensive owing to the reliance on highly experienced professionals and the longer time frame necessary.Routine assessments are less expensive since they involve less human resources; ideal for enterprises with limited budgets or large-scale settings.
CoverageProvides in-depth, focused examination of complicated systems; however, resource restrictions may limit overall breadth.Provides speedy coverage across vast infrastructures, making it excellent for initial assessments and continuous vulnerability monitoring.
Contextual AnalysisExcels at understanding business logic, user behavior, and contextual nuances that can reveal unique vulnerabilities.Lacks the capacity to evaluate non-standard or logic-driven vulnerabilities; concentrates on typical, surface-level concerns.
ScalabilityManual tests have limited scalability since they require a lot of resources and are usually run less often.Highly scalable, with the ability to do recurrent scans on several systems at the same time, making it perfect for dynamic situations.
Detection of Complex VulnerabilitiesBetter at detecting complicated, multi-step vulnerabilities (such as privilege escalation and business logic issues) that need human judgment.Typically effective at detecting basic vulnerabilities, but may overlook complex or chain-based attacks that do not follow pre-defined patterns.

Which is the best approach for your web application penetration testing?

Manual and automated web application penetration testing approaches each offer distinct advantages. Also they both do complement each other when combined based on your specific business requirements.

Manual penetration testing is the best when you are in need of in depth, contextual, and creativity in detecting vulnerabilities. Automated penetration testing is the go to choice when you are in need for speed, cost efficiency, and broader coverage.

Balancing them both with their benefits of deeper analysis and continuous scanning helps ensure greater security resilience in comparison to choosing any one of the approaches.

Following is an expert comparison table which makes it easier for you to have more crisp and clear understanding.

CriteriaWhen to Use Automated TestingWhen to Use Manual Testing
Speed & FrequencyIdeal for fast, frequent, and ongoing monitoring (e.g., integration into CI/CD workflows).Best suited for periodic in-depth reviews or substantial changes that necessitate extensive examination.
Coverage of Known VulnerabilitiesEffective for rapidly detecting common, well-documented vulnerabilities in big infrastructures.Required for detecting complicated, context-specific flaws and vulnerabilities that are not addressed by regular tests.
Budget & Resource ConstraintsSuitable for enterprises that require cost-effective, regular scanning with limited human resources.Recommended when regulatory requirements or high-risk situations justify higher expenses and more thorough examination.
Depth & Complexity of AnalysisGood for initial screening or when vulnerability lists are well known and standardized.Used when investigating business logic issues, multi-step attacks, and subtle vulnerabilities that need human intervention.
System ComplexityWorks effectively with systems that have consistent designs and predictable vulnerability profiles.For applications with complicated processes, bespoke integrations, or specific security issues.
Integration with Development ProcessIdeal for situations that require automated, continuous testing to keep up with quick development cycles.Expert-driven testing is required when automated findings can be validated against real-world threat scenarios.
False Positive ReductionReports can be generated fast, but they must subsequently be manually triaged to remove false positives.Focused exploitation produces reliable, accurate findings with few false positives.

Conclusion

Web applications are easy, cost-effective, and provide added value to your business. It gives a greater visibility

Meanwhile, the majority of systems are publicly accessible via the web, and the data is readily available to anyone willing to do a little digging. Even the most complex web-based applications are vulnerable to design and configuration vulnerabilities that hackers might exploit.

This adds up greatly to the need to secure your web applications from threat actors. Moreover, being proactive to resilience to cyber threats is something each stakeholder expects by default.

Web applications are the favorite target of the majority of bad actors. This is due to its larger attack surface, access to sensitive data processed and stored, loopholes through third party plugins, and the easier access to automated attack tools and custom scripts.


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Deepraj

Senior Content Marketer

Don’t Wait for a Breach to Take Action.

Proactive pentesting is the best defense. Let’s secure your systems