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Penetration Tester
<p><strong>Location: </strong><em>EITHER </em>O'Hare or Midway -- 100% onsite</p><p><strong>Shift: </strong>8pm - 4am</p><p><strong>Job Description</strong>: We are seeking a Senior Penetration Tester to join our Chicago cybersecurity team. This role will support penetration testing operations across applications, networks, and enterprise environments. The ideal candidate will bring deep technical expertise, proven experience in vulnerability research and exploitation, and the ability to work as part of a collaborative offensive security team.</p><p><strong>Primary Responsibilities</strong>:</p><p>·           Conduct penetration testing operations in accordance with DHS and industry best practices.</p><p>·           Perform web application, network, and infrastructure testing using both commercial and open-source tools.</p><p>·           Safely execute testing activities under defined operational guidance.</p><p>·           Document findings in detailed reports with actionable remediation recommendations.</p><p>·           Collaborate with SOC, engineering, and defensive security teams to validate and remediate vulnerabilities.</p><p>·           Contribute to tool development, methodology refinement, and knowledge-sharing across the team.</p><p><br></p>
<p><strong>Required Qualifications</strong>:</p><p>·           Bachelor’s degree in related discipline and 8 years of work experience or Master’s degree and 6 years of work experience.</p><p>·           Minimum of 8 years of experience in at least one of the following areas: incident detection and response, malware analysis, or cyber forensics.</p><p>·           Experience with at least 3 of the following tools:</p><p>o  Kali Linux</p><p>o  Metasploit</p><p>o  Burp Suite</p><p>o  Nmap</p><p>o  Cobalt Strike</p><p>o  Tenable Nessus</p><p>o  WebInspect</p><p>o  Scuba</p><p>o  AppDetective</p><p>·           Must hold one or more of the following certifications: GPEN, GWAPT, GISF, GXPN, OSCP, OSCE, OSWP, OSEE, CISSP, or CEH.</p><p> </p><p><strong>Preferred Qualifications</strong>: Prior IT security or audit experience and Previous system administration experience. IT experience in a Computer Science discipline.</p>
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  • Chicago, IL
  • remote
  • Temporary
  • 65.00 - 70.00 USD / Hourly
  • <p><strong>Location: </strong><em>EITHER </em>O'Hare or Midway -- 100% onsite</p><p><strong>Shift: </strong>8pm - 4am</p><p><strong>Job Description</strong>: We are seeking a Senior Penetration Tester to join our Chicago cybersecurity team. This role will support penetration testing operations across applications, networks, and enterprise environments. The ideal candidate will bring deep technical expertise, proven experience in vulnerability research and exploitation, and the ability to work as part of a collaborative offensive security team.</p><p><strong>Primary Responsibilities</strong>:</p><p>·           Conduct penetration testing operations in accordance with DHS and industry best practices.</p><p>·           Perform web application, network, and infrastructure testing using both commercial and open-source tools.</p><p>·           Safely execute testing activities under defined operational guidance.</p><p>·           Document findings in detailed reports with actionable remediation recommendations.</p><p>·           Collaborate with SOC, engineering, and defensive security teams to validate and remediate vulnerabilities.</p><p>·           Contribute to tool development, methodology refinement, and knowledge-sharing across the team.</p><p><br></p>
  • 2025-10-08T15:54:12Z

Penetration Tester Job in Chicago | Robert Half