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Freelance Cybersecurity Penetration Tester Jobs (NOW HIRING)

Overview Cybersecurity Penetration Tester - SME LOCATION: Eglin AFB, FL Clearance: Top Secret JOB STATUS: Full Time TRAVEL: 25% CONUS / OCONUS Astrion offers comprehensive services that boost ...

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The Cybersecurity Penetration Tester is a hands-on technical role responsible for conducting simulated attacks on systems and networks to identify vulnerabilities and weaknesses that could be ...

The Cybersecurity Penetration Tester is a hands-on technical role responsible for conducting simulated attacks on systems and networks to identify vulnerabilities and weaknesses that could be ...

Penetration Tester

Quantico, VA ยท On-site

$130K - $147K/yr

The Cybersecurity Penetration Tester is a hands-on technical role responsible for conducting simulated attacks on systems and networks to identify vulnerabilities and weaknesses that could be ...

ASRC Federal Technology Solutions is seeking an experienced Penetration Tester to lead advanced ... across cybersecurity disciplines. Work Location : Hybrid, DC (3 days per week onsite ...

Penetration Tester

Chantilly, VA ยท On-site

$90K - $130K/yr

Experience in cyber security with a focus on red teaming, penetration testing, or threat hunting. Desired Qualifications: * Strong understanding of network protocols and troubleshooting, server and ...

Penetration Tester

Alexandria, VA ยท On-site

$85 - $110/hr

Assists with planning, scoping, and execution of penetration tests in coordination with Government stakeholders and senior cybersecurity personnel. * Conducts technical testing activities, including ...

Penetration Tester

Chantilly, VA ยท On-site

$150K - $195K/yr

Possess extensive knowledge of cybersecurity frameworks, industry standards, and advanced security ... TS/SCI with Poly Level 2 Penetration Tester: Education: Bachelor's Degree or Higher, AND Pen Tester ...

About GuidePoint Security GuidePoint Security is a leading cybersecurity solutions and services ... The role will be in response to performing penetration testing engagements using major frameworks ...

Possess extensive knowledge of cybersecurity frameworks, industry standards, and advanced security ... TS/SCI with Poly Level 2 Penetration Tester: Education: Bachelor's Degree or Higher, AND Pen Tester ...

The NCIA provides a wide range of services, including: * Cyber Security: The NCIA provides advanced ... Penetration Tester Role ID - C004912 Role Background The Penetration Tester will support NATO ...

Penetration Tester

Aurora, CO ยท On-site

$150K - $195K/yr

Possess extensive knowledge of cybersecurity frameworks, industry standards, and advanced security ... TS/SCI with Poly Level 2 Penetration Tester: Education: Bachelor's Degree or Higher, AND Pen Tester ...

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Freelance Cybersecurity Penetration Tester information

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$22.5K

$119.9K

$168.5K

How much do freelance cybersecurity penetration tester jobs pay per year?

As of Aug 21, 2026, the average yearly pay for freelance cybersecurity 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.

What does a freelance cybersecurity penetration tester do?

A freelance cybersecurity penetration tester is an independent security professional who is hired to assess the security of computer systems, networks, or applications by simulating cyberattacks. Their main goal is to identify vulnerabilities that hackers could exploit and to provide recommendations for improving security. Unlike in-house testers, freelancers work on a contract basis for various clients, often using specialized tools and methodologies to conduct their assessments. They typically deliver detailed reports outlining their findings and suggested fixes.

What are the key skills and qualifications needed to thrive as a freelance cybersecurity penetration tester?

To thrive as a Freelance Cybersecurity Penetration Tester, you need a solid foundation in network security, ethical hacking methodologies, and vulnerability assessment, often supported by certifications like CEH or OSCP. Familiarity with tools such as Metasploit, Burp Suite, Nmap, and Kali Linux is essential for testing and exploiting security flaws. Strong analytical thinking, problem-solving, and clear client communication distinguish top performers in this role. These skills ensure you can effectively identify vulnerabilities, communicate risks to clients, and help organizations strengthen their security posture.

What are some common challenges faced by freelance cybersecurity penetration testers when working with clients?

Freelance penetration testers often encounter challenges such as clearly defining the scope of testing, ensuring legal authorization, and managing communication with clients who may have varying levels of cybersecurity awareness. Additionally, freelancers must often adapt quickly to different network environments and security policies, while maintaining thorough documentation of their findings. Effective time management and client education are crucial for delivering valuable, actionable results and building long-term professional relationships.

What is the difference between Freelance Cybersecurity Penetration Tester vs Freelance Security Analyst?

AspectFreelance Cybersecurity Penetration TesterFreelance Security Analyst
CertificationsCEH, OSCP, GPENCISSP, GIAC Security Essentials
Work EnvironmentSimulates attacks on systems to find vulnerabilitiesMonitors and analyzes security systems for threats
Employer UsageClients seeking penetration testing servicesOrganizations needing ongoing security monitoring

While both roles focus on cybersecurity, Freelance Cybersecurity Penetration Testers actively simulate attacks to identify weaknesses, whereas Freelance Security Analysts monitor and analyze security data to prevent breaches. The choice depends on whether the client needs testing or ongoing security management.

Are freelance cybersecurity penetration testers in demand?

Freelance cybersecurity penetration testers are in high demand due to increasing cybersecurity threats and the need for organizations to identify vulnerabilities. They often work on a project basis, utilizing skills in tools like Kali Linux and knowledge of network protocols, with certifications such as OSCP enhancing employability. The demand is expected to grow as cybersecurity becomes a top priority for businesses worldwide.

Can you be a freelance cybersecurity penetration tester?

A freelance cybersecurity penetration tester is an independent professional who assesses the security of computer systems and networks by simulating cyberattacks. They typically need strong technical skills, knowledge of tools like Kali Linux and Metasploit, and relevant certifications such as OSCP or CEH. Freelancers often set their own schedules and work remotely for various clients.
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The top searched job categories for Freelance Cybersecurity Penetration Tester jobs are:

Infographic showing various Freelance Cybersecurity Penetration Tester job openings in the United States as of August 2026, with employment types broken down into 92% Full Time, 4% Part Time, and 4% Contract. Highlights an 80% Physical, 7% Hybrid, and 13% Remote job distribution, with an average salary of $119,895 per year, or $57.6 per hour.

Cybersecurity Penetration Tester - TGEC

Astrion

FL โ€ข On-site

Full-time

Posted 2 days ago

New


Job description

Overview
Cybersecurity Penetration Tester - SME
LOCATION: Eglin AFB, FL
Clearance: Top Secret
JOB STATUS: Full Time
TRAVEL: 25% CONUS / OCONUS
Astrion offers comprehensive services that boost preparedness, optimize performance, and ensure success across various domains, from Cyber to Digital, Mission and Systems, servicing our nation's Civilian, Defense and Space communities. We support customers with Centers of Excellence in Washington DC, Huntsville, AL and Burlington, MA with an additional 36 locations across the U.S.
Astrion has an exciting opportunity for a Cybersecurity Penetration Tester for the TMAS 2 96 CTG Task Order, supporting the 48 CTS / TGEC.
Our cybersecurity test team is searching for new members to support the 48th Cyber Space Test Squadron (48 CTS) at Eglin Air Force Base, Colorado. The 48th CTS provides a range of cybersecurity support Applicants should be able to help conduct penetration testing and conduct security analysis on systems and/or software to understand and identify vulnerabilities. If you enjoy working in a fast-paced multi-disciplinary environment, learning new technology areas, this is the place for you. We provide several opportunities to learn ranging from on-the-job training with other team members to formal courses for unique technology areas.
We realize that no one will have all these qualifications. We are looking for people that can bring a strong foundation in one of the listed areas and are motivated to learn the others. Position responsibilities can span from compliance testing to penetration testing, depending on skillset.
REQUIRED QUALIFICATIONS / SKILLS
  • While there are no minimum education and experience levels required for a TMAS SME, the selectee must be regarded within the community of interest as a Subject Matter Expert in penetration testing from both technique and tools testing perspectives. This skill level will oversee the efforts of less senior staff and/or be responsible for the efforts of all staff assigned to a specific job.
  • Active Top Secret clearance. U.S. Citizenship;
  • Must have or be able to obtain DOD 8570 IAT Level 3 certification (CASP, CISSP, ISSEP, etc.) within 6 months of hire, and maintain certification throughout employment.
  • Extensive job experience as an ethical penetration tester
  • Extensive experience using modern penetration testing tools and methods
  • Experience in network security/engineering
  • Analytical skills and problem-solving skills.
  • Good organization, decision making, and verbal and written communication skills.
  • Excellent self-initiative and self-motivation with the ability to work under minimal supervision.
  • Ability to work effectively in small and large team settings to solve complex problems.
  • Demonstrated hands on penetration testing (i.e., industry certificate such as OSCP, HTB write ups, etc.)
  • Travel 15-20 weeks per year.

DESIRED QUALIFICATIONS / SKILLS
  • Knowledge of common wired and wireless network protocol structures
  • Proficient in software development
  • Experience using interpreted languages (Python, Ruby, PHP, etc.)
  • Knowledge of compiled languages (C, C++, Assembly, Java, etc.)
  • Certifications: OSCP, OSCE, GCIH, GPEN, GWAP, and/or CCNA

RESPONSIBILITIES
  • Conducting cybersecurity assessments, penetration testing, data collection, and reporting.
  • Performing system security analysis on systems and/or software to understand and identify vulnerabilities.
  • Executing hands-on testing which includes significant technical skills with multiple operating systems.
  • Documenting and communicating test results effectively to technical and non-technical user groups in written and oral formats on-technical user groups in written and oral formats.