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Penetration Tester

Job in Baltimore, Anne Arundel County, Maryland, 21240, USA
Listing for: Skyline Technology Solutions, LLC.
Full Time position
Listed on 2026-11-01
Job specializations:
  • IT/Tech
    Cybersecurity, Information Security & Data Protection
Salary/Wage Range or Industry Benchmark: 120000 - 180000 USD Yearly USD 120000.00 180000.00 YEAR
Job Description & How to Apply Below

We are seeking an experienced Penetration Tester to conduct and support security assessments of network-connected devices and technologies, with an emphasis on Intelligent Transportation Systems (ITS) and transportation infrastructure. This role focuses on identifying and validating security vulnerabilities through hands-on laboratory testing, evaluating device security configurations and controls, and providing actionable, risk-based remediation recommendations to clients.

You can expect to spend your time accomplishing the following:

  • 60% of the time on Objective 1:
    Penetration Testing
  • 10% of the time on Objective 2:
    Project Coordination and Tracking
  • 10% of the time on Objective 3:
    Reporting Quality Assurance
  • 10% of the time on Objective 4:
    Cybersecurity Subject Matter Expert
  • 10% of the time on Objective 5:
    Personal Growth and Development.
Job Responsibilities – What to Expect
  • Conduct penetration tests and security assessments of network-connected devices, embedded systems, web-based management interfaces, APIs, and supporting technologies.
  • Perform manual and automated testing to identify, analyze, and validate vulnerabilities, including weaknesses in authentication, authorization, session management, input validation, network services, and access controls.
  • Evaluate device configurations and security controls against industry best practices and applicable security standards.
  • Use security tools, scripting languages, and established testing methodologies to perform thorough and repeatable assessments.
  • Document testing activities, technical evidence, confirmed vulnerabilities, associated risks, and actionable remediation recommendations in professional reports.
  • Clearly communicate technical findings and risk-based recommendations to technical and non-technical stakeholders.
  • Collaborate with team members to investigate complex vulnerabilities and improve testing procedures, methodologies, and technical capabilities.
  • Research emerging vulnerabilities, attack techniques, security risks, and advances in penetration-testing tools and methodologies relevant to assessed technologies.
Your Knowledge & Expertise
  • Bachelor's degree in Cybersecurity, Information Systems, or a related field preferred; equivalent work experience accepted.
  • 5+ years of relevant cybersecurity experience, including hands-on penetration testing experience.
  • Relevant security certifications such as OSCP, GPEN, PNPT, or equivalent practical experience.
  • Experience with tools such as Burp Suite Professional, Ghostwriter, n8n
  • Strong hands-on proficiency with Burp Suite, including Proxy, Repeater, Intruder, and other tools used for manual web application and API security testing.
  • Demonstrated ability to analyze HTTP/HTTPS requests and responses, manipulate application traffic, and identify vulnerabilities in authentication, session management, and access controls.
  • Familiarity with vulnerability classification, severity scoring, and cybersecurity frameworks such as NIST, CVSS, and CWE.
  • Experience documenting technical security findings and developing professional penetration test reports.
  • Strong analytical, troubleshooting, and technical communication skills.
  • Ability to work independently while collaborating with a team to meet project objectives.
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