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Penetration Tester - Part Time & Remote

May 15, 2026

This a Full Remote job, the offer is available from: Anywhere

Company Overview

TestPros is a successful and growing business, established in 1988 to provide Information Technology (IT) technical support services to a wide range of Commercial and U.S. Federal, State, and Local Government customers. Our capabilities include Program Management, Program Oversight, Process Audit, Intelligence Analysis, Cyber Security, NIST SP 800-171 Assessment and Compliance, ATO Support, Computer Forensics, Software Assurance, Software Testing, Test Automation, Section 508 / WCAG / ADA Accessibility Assessment, Customer Experience (CX), Localization Testing, Independent Verification and Validation (IV&V), Quality Assurance (QA), Compliance, and Research and Development (R&D) services. TestPros is an Equal Opportunity Employer.

TestPros delivers innovative independent IT assessment solutions to critical challenges facing the nation and the world. We support the U.S. Federal Government and Commercial clients within the continental USA. TestPros is dedicated to making lives better, safer and more secure.

Position: Part time (as needed, 1099 or Corp. to Corp)

Job Summary

TestPros is looking for an experienced Penetration Tester professional to support our IT Security consulting work for various Commercial and Federal consulting services projects.

This role is responsible for the successful delivery of penetration testing in both classic hosted and also in cloud hosted environments. In this role, the selected candidate will work with our client’s product development teams to plan for, execute, and report on the results of penetration testing. You must be delivery and efficiency focused, with the ability to manage all aspects of a consulting project to include requirements analysis, bid and proposal development, resource planning, process improvement, and customer relationship management.  The ideal candidate will thrive in a fast-paced environment where personal responsibility and open, direct, respectful communications are highly valued.

Location: Remote

Responsibilities:
Conduct complete penetration tests, report on results, and provide improvement recommendations
Ensure customer satisfaction through the delivery of high-quality consulting services across a portfolio of commercial and federal government projects
Ability to elicit and understand customer requirements and covert those requirements into a technical services solution
Ability to accurately estimate time and cost for each project
Foster an environment of continuous learning, innovation and excellence
Work closely with development teams, product managers, and customer success teams to ensure successful delivery of consulting services or product implementation projects and remove roadblocks
Develop, review and approve formal statements of work, change requests, and proposals
Formulate timely reports and documentation to track progress
Effectively collaborate with peers and company leadership to accomplish team, corporate and client objectives
Answer developer, designer, and content contributor questions about IT Security requirements.

Experience Requirements:
Minimum of 5 years of experience in penetration testing
Desired certifications – Security+, CEH, GPEN, OSCP, AWS, or equivalent
Understanding of OWASP Top 10 and “industry best practices” for penetration testing
Understanding of all aspects of Penetration Testing with an emphasis on white box testing, black box testing, internal networks, external networks, web applications, and application/code review
Understanding of Pen Test methods such as Open Source Security Testing Methodology Manual (OSSTMM), Open Web Application Security Project (OWASP), Penetration Testing Execution Standard (PTES), FedRAMP Penetration Test Guide, NIST, etc.
Proficient with the command line interface of multiple operating systems – Windows, macOS, Linux, etc.
Solid understanding of manual scripting and scripting languages- ex. Python, Bash, PowerShell, C/C++, etc.
Proficient with using commercial and open source penetration testing tools – ex. Metasploit, Nikto, SQLMAP, Responder, Nessus, Netcat, Burp Suite, etc.
Conduct and document vulnerability scans and penetration testing on web-based applications and their underlying hosts
Proven ability to perform computer network vulnerability assessment and penetration testing
Understanding of risk planning and mitigation strategies
Ability to prepare and present documents and briefing materials
Advise on new threats to the technologies and environment and provide mitigation steps when applicable
Provide security guidance on design, deployment, and architecture of web-based and cloud hosted applications.
Par

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

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When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

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4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

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6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

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This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...