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Entry Level Web Penetration Tester Jobs (NOW HIRING)

Penetration Tester Location: Reston, VA Work Mode - Hybrid role, 2 days' Work from Office ... Experience conducting web application security assessments * Experience working with a range of ...

The Penetration Tester is responsible for working as part of the Assessment Team to conduct and ... Conduct security audits, network penetration tests, and web application, API and cloud assessments.

About the Role The Penetration Tester works to execute department activities and deliver high ... Execute internal, external, wireless, and web application pen tests * Execute social engineering ...

The Penetration Tester is responsible for working as part of the Assessment Team to conduct and ... Conduct security audits, network penetration tests, and web application, API and cloud assessments.

About the Role The Penetration Tester works to execute department activities and deliver high ... Execute internal, external, wireless, and web application pen tests * Execute social engineering ...

Qualifications -Min 3 years of experience penetration/vulnerability testing for web and applications in an enterprise environment -Automated and manual testing experience -Strong understanding of web ...

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Entry Level Web Penetration Tester information

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$22.5K

$119.9K

$168.5K

How much do entry level web penetration tester jobs pay per year?

As of Jul 11, 2026, the average yearly pay for entry level web penetration tester in the United States is $119,895.00, according to ZipRecruiter salary data. Most workers in this role earn between $96,000.00 and $141,000.00 per year, depending on experience, location, and employer.

Can I make $200 a year in cyber security?

Entry level web penetration testers typically earn significantly more than $200 annually, with starting salaries often ranging from $50,000 to $70,000 or higher depending on location and skills. Entry-level roles require knowledge of security tools, scripting, and certifications like CompTIA Security+ or CEH, and salaries increase with experience and certifications.

What entry-level job can I get with security+ certification?

An entry-level Web Penetration Tester with Security+ certification can pursue roles such as junior security analyst or security technician, where foundational knowledge of cybersecurity principles, network security, and vulnerability assessment is essential. These positions often involve assisting with security audits, monitoring networks, and using tools like Kali Linux or Wireshark under supervision.

Is 25 too late for cyber security?

Entry level web penetration testers can start their careers at age 25 or older, as cybersecurity values skills, certifications, and practical knowledge over age. Many professionals enter the field through self-study, online courses, and certifications like CompTIA Security+ or OSCP, regardless of age, making it a viable career change at 25 or later.

What are entry level web penetration testers?

Entry level web penetration testers are cybersecurity professionals who are responsible for identifying and reporting vulnerabilities in web applications and websites. They use various tools and techniques to simulate cyberattacks, helping organizations strengthen their security posture. Typically, these testers analyze code, perform manual and automated testing, and document their findings. Entry level roles often focus on learning industry best practices and gaining hands-on experience under the supervision of more experienced testers.

What are some common challenges faced by entry level web penetration testers in their first year?

Entry level web penetration testers often encounter challenges such as keeping up with rapidly evolving web technologies and understanding complex application architectures. Adapting to various testing tools and methodologies, as well as effectively documenting and communicating findings to both technical and non-technical stakeholders, can also be demanding. Additionally, balancing thoroughness with project deadlines and learning how to work collaboratively with development and IT teams to remediate vulnerabilities are key aspects of the role.

What is the difference between Entry Level Web Penetration Tester vs Web Security Analyst?

AspectEntry Level Web Penetration TesterWeb Security Analyst
CertificationsCompTIA Security+, CEH (Certified Ethical Hacker)CompTIA Security+, CISSP (entry-level)
Work EnvironmentHands-on testing, simulated attacks, vulnerability assessmentsMonitoring, analyzing security systems, policy enforcement
Employer & Industry UsageCybersecurity firms, IT departments, consultingCorporate security teams, government agencies

While both roles focus on cybersecurity, an Entry Level Web Penetration Tester primarily conducts practical security testing and vulnerability assessments of web applications. In contrast, a Web Security Analyst monitors security systems, analyzes threats, and implements security policies. The roles often overlap in certifications and work environments but differ in daily tasks and focus areas.

Is a penetration tester an entry-level job?

Entry-level web penetration tester roles are available and typically require foundational knowledge of networking, security concepts, and tools like Kali Linux or Burp Suite. Many employers seek candidates with relevant certifications such as CompTIA Security+ or Certified Ethical Hacker (CEH), along with some hands-on experience or lab practice. While some positions are designed for beginners, more advanced roles may require additional experience or specialized skills.

What are the key skills and qualifications needed to thrive as an Entry Level Web Penetration Tester, and why are they important?

To thrive as an Entry Level Web Penetration Tester, you need a strong understanding of web technologies, basic coding skills (such as Python or JavaScript), and foundational knowledge of cybersecurity principles, often supported by a degree in computer science or a related field. Familiarity with tools like Burp Suite, OWASP ZAP, and knowledge of security frameworks (like OWASP Top 10) or certifications such as CEH or Security+ are commonly expected. Critical thinking, attention to detail, and effective communication are essential soft skills for identifying vulnerabilities and explaining findings to both technical and non-technical stakeholders. These skills ensure accurate assessments of web application security and enable clear reporting and remediation recommendations, which are crucial for protecting organizational assets.
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Infographic showing various Entry Level Web Penetration Tester job openings in the United States as of July 2026, with employment types broken down into 1% Locum Tenens, 86% Full Time, 12% Part Time, and 1% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $119,895 per year, or $57.6 per hour.
Penetration Tester

Full-time

Posted 16 days ago


Willis Towers Watson rating

8.3

Company rating: 8.3 out of 10

Based on 44 frontline employees who took The Breakroom Quiz

40th of 148 rated financial services


Job description

A penetration tester is responsible for assessing the security of web applications and its underlying infrastructure to identify vulnerabilities and weaknesses that could be exploited by attackers. Their role involves conducting thorough assessments and penetration tests to uncover potential security risks and provide recommendations for mitigation.
The role will work closely alongside the rest of the Penetration Testing team, Business units and other Cyber team.
We are looking for a collaborative team player, with a good technical knowledge in web application and infrastructure penetration testing. The successful candidate will contribute to and work as part of a global multi-disciplined security community with clear vision and direction, and top-down support across the business.

The Role

  • Vulnerability Assessment: Conducting comprehensive assessments of web applications  and Infrastructure to identify security vulnerabilities, such as cross-site scripting (XSS), SQL injection, authentication flaws, insecure configurations, poor host device and service configurations, and use these to penetrate deeper into the application/server.
  • Penetration Testing: Performing controlled attacks on web applications. APIs, infrastructure, and simulate real-world hacking attempts and identify potential entry points for attackers. This involves utilizing various techniques, tools, and methodologies to exploit vulnerabilities and gain access.
  • Security Analysis: Analyzing the results of penetration tests to assess the severity of identified vulnerabilities, their potential impact on the system and the business, and the likelihood of exploitation.
  • Reporting and Documentation: Preparing detailed reports that document the findings, including identified vulnerabilities, attack vectors, and recommendations for remediation. These reports typically outline the risks associated with each vulnerability and provide guidance on how to mitigate them.
  • Remediation Support: Collaborating with developers and system administrators to assist in the remediation of identified vulnerabilities. This may involve providing guidance on secure coding practices, recommending security controls, or validating the effectiveness of implemented fixes.
  • Stay Up to Date: Keeping abreast of the latest web application and infrastructure vulnerabilities, attack techniques, security tools, and industry best practices. This includes staying informed about emerging threats and trends in web applications and infrastructure.
  • Ethical Approach: Conducting all testing and assessment activities within a legal and ethical framework, ensuring that the organization's systems and data are not compromised or harmed during the process.
  • Continuous Improvement: Engaging in professional development activities, such as attending conferences, participating in training programs, and obtaining relevant certifications, to enhance knowledge and skills in cyber security.

The Requirements

  • Education: A bachelor's degree in a related field such as computer science, information security, or cybersecurity is commonly preferred, but not always mandatory. Relevant industry experience can compensate for formal education requirements.
  • Technical Knowledge: A strong understanding of web technologies, programming languages (e.g., HTML, CSS, JavaScript, PHP, Python), and web application architecture is essential. Knowledge of networking fundamentals, operating systems, and databases is also beneficial.

Skills:

  • Web Application Security: In-depth knowledge of web application vulnerabilities, common attack techniques, and mitigation strategies. Strong understanding of OWASP Top 10 vulnerabilities is crucial.
  • Infrastructure security: Working knowledge of different on-prem and cloud builds (IaaS, PaaS, SaaS), in-depth understanding of operating system and its common flaws
  • Penetration Testing Techniques: Proficiency in various penetration testing methodologies, tools, and frameworks. Experience with manual testing techniques, automated vulnerability scanners, and exploit frameworks is necessary.
  • Programming and Scripting: Proficiency in at least one programming language (e.g., Python, Ruby, or JavaScript, etc) to write custom scripts and tools. Understanding SQL queries for database testing is also important.
  • Analytical and Problem-Solving Skills: Ability to analyze complex web application environments, identify vulnerabilities, and exploit them. Strong problem-solving skills to understand attack vectors and recommend appropriate countermeasures.
  • Very good English skills (C1/C2 level), both spoken and written

Holds relevant industry certification/s or equivalent like the following:

  • CEH - Certified Ethical Hacker
  • OSCP - Offensive Security Certified Professional
  • GPEN - GIAC Penetration Tester
  • PNPT - Practical  Network Penentration Tester
  • Burp Suite Certified Practitioner
  • eWAPT/eWAPTx - elearning Web Application Penetration Tester

We're committed to equal employment opportunity and provide application, interview and workplace adjustments and accommodations to all applicants. If you foresee any barriers, from the application process through to joining WTW, please email candidate.helpdesk@willistowerswatson.com.


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