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DevSecOps & Shift‑left Security
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Threat Modelling in Agile

The Ultimate Guide to Software Penetration Testing: Safeguarding Agile Development, Data, and Compliance

Discover how comprehensive software penetration testing secures your data, supports agile development, and ensures compliance. Learn to identify vulnerabilities and safeguard your digital assets.

By Sherif Koussa
・
9 min read
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Software penetration testing plays a pivotal role in fortifying your organization's defences. It's not just about compliance or ticking boxes; it's about safeguarding your most valuable assets—your data, customers' trust, and reputation. It allows you to identify and address weaknesses before malicious actors can exploit them. Moreover, your attack surface grows as your organization adopts new technologies and expands its digital footprint. In highly regulated industries, penetration testing also aids in demonstrating due diligence to auditors and regulators. It provides tangible evidence of your commitment to security, helping you navigate complex compliance requirements more effectively.

Software penetration testing has many aspects, and it's important to understand how it can strengthen your business or organization's security posture.


Software Penetration Testing in Agile Development Environments

Today's software applications are more complex than ever. According to a study by Cast Software, the average business application now contains over 300,000 lines of code, a 400% increase from just a decade ago. Most applications follow agile methodologies, which demand rapid development cycles and can make thorough security testing challenging.

Software penetration testing in Agile development environments is critical to ensuring security within the fast-paced and iterative nature of Agile workflows. Unlike traditional development models, Agile emphasizes rapid development cycles, frequent releases, and continuous integration, making incorporating security testing early and throughout the process essential.

Penetration testing in this context often involves integrating automated security tools and conducting regular manual assessments to identify vulnerabilities before they can be exploited.

7 Agile Software Development Habits that Produce Security Concerns

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Check out the 7 Agile Software Development Habits that Produce Security Concerns to learn more about common Agile software development habits that produce security concerns, and how to mitigate these concerns.

Understanding Specific Attack Methods for Software Applications

Penetration testing for software applications goes beyond network testing. It focuses on how attackers can use the application's normal functions to cause harm.

  • Business Logic Flaws: Unlike network testing, application testing checks for issues in how the application works, where attackers can change the application's actions to achieve unintended results. For example, we conduct threat modelling at Software Secured, which detects and identifies potential threats and vulnerabilities that put a system and its elements at risk based on business logic. For example, manipulating pricing, bypassing workflow steps, or exploiting payment processes.
  • Application-Specific Vulnerabilities: A comprehensive pentest would identify vulnerabilities like SQL injection, and cross-site scripting (XSS). These target the underlying application code and are often unique to each application.

By understanding these attack vectors, we tailor our testing to uncover weaknesses specific to your software, ensuring comprehensive security testing.

Permissions and Role-Based Access Control (RBAC) Testing

Managing user permissions is vital for application security. Here's how we ensure your RBAC is robust:

  • Privilege Escalation Risks: Applications often have multiple roles (e.g., user, admin, super-admin) with varying access levels. We test for role-specific vulnerabilities to prevent unauthorized users from gaining elevated privileges.
  • Access Control Weaknesses: Ensuring each user role has the correct permissions is key. Our thorough pentests check that no users can bypass role restrictions or access data or functions they shouldn't have access to.
  • Segregation of Duties: Applications often rely on separating duties to prevent fraud or errors. Testing this functionality ensures that users can only perform actions specific to their roles.

Proper RBAC testing safeguards your application from internal and external threats by ensuring users have appropriate access levels.

Multi-Tenant Architecture Challenges

With the rise of SaaS models, multi-tenant applications are common. Securing these environments presents unique challenges:

  • Data Segregation: In multi-tenant applications, each tenant (or client) should be strictly isolated from others. We ensure there are no data leaks or cross-tenant access, which would compromise client privacy and data integrity.
  • Tenant-Specific Configurations: Our comprehensive tests evaluate whether tenant-specific settings, configurations, and access controls are enforced correctly. This ensures one client’s customization doesn't interfere with or expose another client’s data.
  • Shared Resource Containment: In applications where resources are shared across tenants, we validate that no tenant can monopolize resources, ensuring fair use and preventing resource exhaustion.

Addressing these challenges protects each tenant's data and maintains the integrity of your multi-tenant application.

Authentication and Session Management

Strong authentication and secure session management are pillars of application security:

  • Account Security: We scrutinize the authentication process, including password policies, multi-factor authentication (MFA) implementation, and session handling. The goal is to prevent unauthorized account access and session hijacking.
  • Session Security: Testing for session management vulnerabilities ensures that sessions cannot be hijacked or manipulated, which is essential for multi-user, web-based applications. Weak session management can expose user accounts to compromise.

Ensuring robust authentication and session management protects your users and maintains trust in your application.

APIs and Integration Testing

APIs are the backbone of modern software applications, connecting frontend and backend systems. Securing them is crucial:

  • API Vulnerability Assessment: We assess input validation, authentication, and authorization in your APIs to ensure data integrity and security in all interactions.
  • Third-Party Integration Security: Many applications integrate with third-party services, introducing external dependencies and data-sharing concerns. We evaluate these integrations to prevent vulnerabilities stemming from external code, APIs, or services.

By securing your APIs and integrations, we ensure seamless and safe interactions within your software ecosystem.

Data Validation and Input Handling

Making sure data is validated and handled correctly can stop a lot of common attacks:

  • Sanitization Checks: We look at how well inputs are checked and cleaned up to block attacks like SQL injection, command injection, and XSS, which take advantage of poor input management.
  • Error Handling: Good error handling prevents users, especially potential attackers, from peeking into the app’s backend through error messages. We also ensure that error messages don’t accidentally reveal sensitive information.

Robust data validation and error handling fortify your application against various security threats.

Protecting Against Common Web Threats

Keeping your app safe from common online threats is critical:

  • Defending Against OWASP’s Top 10 Threats: Our tests look for the most common vulnerabilities, like broken access controls, poor security settings, and leaking sensitive data. This helps your app stay secure against everyday risks.
  • Denial of Service (DoS) and Rate Limiting: We assess whether your application has protections in place to mitigate brute-force and denial-of-service attacks, which can exhaust resources and impact availability.

Building resilience against these threats ensures your application remains secure and reliable.

Defending Against Advanced Persistent Threats (APTs)

APTs are some of the advanced attacks that can remain undetected for quite long. It requires a preemptive approach to defend against them.

  • Behavioral Analysis: Because attackers often use APTs to empty databases, we look for unusual patterns that may indicate an APT such as unusual data transfer volume or login attempts
  • Layered Security Measures: implement multiple layers of security, so that the attackers would have a hard time penetrating the systems.
  • Regular Updates: Ensuring software and systems are updated regularly, exits vulnerabilities that APT usually uses.

Protecting any organization against APTs is a never-ending battle, but with suitable tactics in place, the risks can be substantially minimized.

Testing IoT and Embedded Systems Security in Software Penetration Testing

The rise of IoT devices has massively increased the ways hackers can attack, making securing these systems a unique challenge.

  • Firmware Testing: We examine the software inside devices to uncover hidden vulnerabilities.
  • Network Communication Reviews: We check how devices connect to find insecure setups or data leaks.
  • Physical Access Tests: Some devices can be physically tampered with, so we also test for those risks.

Protecting IoT devices ensures the safety of both individual gadgets and the broader network they’re part of.

AI and Machine Learning Systems with Software Penetration Testing

AI and machine learning are transforming industries, but they come with unique risks. Here are a few examples of AI-specific attacks:

  • Prompt Injection attacks: Malicious inputs can manipulate Al's behaviour, leading to unintended actions or outputs.
  • Data & Model Poisoning: The deliberate introduction of malicious data during training to corrupt the model's behaviour or outputs.
  • Excessive Agency: Granting LLMs too much autonomy without adequate oversight can result in unintended actions or decisions.

By safeguarding these technologies, we help businesses keep their AI reliable and secure.

Software Penetration Testing Considerations: Compliance and Regulatory Requirements

If your app deals with sensitive data, following the rules isn’t optional—it’s a must:

  • Meeting Security Standards: We check if your app follows important rules like GDPR, HIPAA, or PCI-DSS. This includes testing how well your app protects data, uses encryption, and keeps different types of data separate to ensure it meets the necessary standards.
  • Audit and Activity Tracking: We ensure that your app has the proper tools for logging and monitoring user activity. This is especially important in industries where tracking actions is mandatory.

Sticking to these rules not only keeps your users safe but also protects your company from legal, reputational, and financial trouble.

Continuous Security Improvement through Regular Testing

Security isn't a one-time effort; it requires ongoing attention.

  • Routine Assessments for New Releases: Application development cycles frequently introduce new features and changes. Regular penetration testing is essential for identifying new vulnerabilities that might arise with each release.
  • Insight into Development Practices: Penetration testing provides feedback for developers, helping to instill security awareness and guide secure coding best practices, especially in agile development environments.

‎Continuous testing ensures that your application remains secure as it evolves. Check out 4 Ways Security Leaders Use Penetration Testing to Elevate Their Security Programs.

Ultimately, investing in comprehensive software penetration testing is investing in your organization's resilience. It empowers you to make informed decisions about resource allocation, prioritize security initiatives, and build a security posture that can withstand the challenges of today's threat landscape. In an era where a single breach can have far-reaching consequences, the importance of software penetration testing in building and maintaining a strong security posture cannot be overstated.

At Software Secured, our mission is to make high-quality security accessible to fast-growing software companies. Software penetration testing isn't just a service we provide; it's a partnership we build with you to ensure your applications are secure, efficient, and compliant.

Ready to take the next step in securing your software? Contact us today and let's make software safer, together.

FAQ’s

  1. What is Software Penetration Testing? Software penetration testing is a type of security testing that focuses on finding security vulnerabilities in the software or application in a way a hacker would try to attack it from outside.
  2. How much does an average software pentest cost? The pentest pricing varies as per the range of the pentest and a few other metrics. That said, most penetration testing pricing comes between $5,400 to $10,000 for a website or mobile application.
  3. What is the timeline for Software Penetration Testing? Although the timeline of the pentest is based on the scope, on average, software pentest takes around 7-10 days. Reports are delivered 2 business days after testing is complete.

Why choose Software Secured for software penetration testing? Software Secured is the security team that becomes an extension of your team. We are trusted by those whom you trust. Our team consists of full-time Canadian professional security engineers who perform extensive manual pentests while building and using proprietary tools for maximum breadth and efficiency.

About the author

Sherif Koussa

Sherif Koussa is a cybersecurity expert and entrepreneur with a rich software building and breaking background. In 2006, he founded the OWASP Ottawa Chapter, contributed to WebGoat and OWASP Cheat Sheets, and helped launch SANS/GIAC exams. Today, as CEO of Software Secured, he helps hundreds of SaaS companies continuously ship secure code.

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