Mid-Level Penetration Tester

New
D
Dragonfli GroupCybersecurity
United StatesFull-TimeMiddle
Salary not disclosed
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Job Details

Experience
5 to 8 years

Requirements

  • Approximately 5 to 8 years of experience conducting or leading penetration testing engagements.
  • Demonstrated ability to plan and execute assessments across network, endpoint, wireless, database, application, and infrastructure environments.
  • Experience developing Rules of Engagement, Execution Plans, and formal, decision-ready reporting for stakeholders.
  • Experience coordinating directly with system owners and SOC personnel on scope, safety thresholds, and stop/pause procedures.
  • Ability to work fully remote with reliable, secure connectivity.
  • Previous federal contracting experience is preferred.
  • Experience with CISA WAS, CISA FAST, and KEV validation and retest workflows is preferred.
  • Familiarity with MITRE ATT&CK and ATLAS mapping is preferred.
  • Advanced certifications such as OSCP, OSCE, GPEN, or GXPN are preferred.
  • Experience integrating AI-enabled tools into testing workflows while maintaining human oversight is preferred.

Responsibilities

  • Plan and execute authorized penetration tests across network, endpoint, wireless, database, application, and infrastructure environments using structured Planning, Discovery, Testing, and Reporting phases.
  • Develop and tailor Rules of Engagement, Execution Plans, daily status updates, and final reporting inputs for assigned assessments.
  • Coordinate with system owners, SOC personnel, and other stakeholders to confirm scope, test windows, prerequisites, safety thresholds, and stop/pause procedures.
  • Validate vulnerabilities arising from misconfigurations, outdated software, weak access controls, incomplete control implementation, and exploitable attack paths.
  • Support validation of CISA WAS, CISA FAST, KEV exposure, and external-facing asset findings, and coordinate retesting to confirm closure.
  • Use approved automated and AI-enabled tools to improve reconnaissance, testing efficiency, ATT&CK/ATLAS mapping, evidence development, and reporting while maintaining human oversight.
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