Penetration Tester

Dragonfli Group

. Support assessment planning by maintaining test schedules, scope records, stakeholder coordination notes, and required pre-assessment documentation .

Posted 9/15/2026full-timeRemote • United StatesJuniorMid-LevelWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in penetration testing methodologies and tools, with strong analytical skills for documenting findings and remediation recommendations. Proficient in using automation and AI-enabled tools to enhance testing workflows and reporting efficiency.

Highest-signal resume keywords

Penetration TestingVulnerability AssessmentBurp SuiteNmapSecurity+

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Penetration TestingVulnerability AssessmentDocumentation SkillsEvidence CollectionReproducibility Steps

Soft Skills

Strong Written CommunicationAttention to DetailTime ManagementCollaboration

Tools & Technologies

Burp SuiteNmapMetasploitAI-Enabled ToolsAutomation Tools

Certifications & Qualifications

Security+CEHGPENOSCP

Industry Keywords

CISA Web Application ScanningFast Attack Surface TestingKnown Exploited VulnerabilitiesVulnerability Disclosure ProgramFederal Contracting

Tech Stack

Tools & technologies

Cyber Security

About the role

Key responsibilities & impact

Support assessment planning by maintaining test schedules, scope records, stakeholder coordination notes, and required pre-assessment documentation
Assist with controlled discovery, enumeration, testing support, and evidence capture within approved authorization boundaries
Document findings, affected assets, ownership, reproducibility details, remediation recommendations, and retest requirements for final reports
Support validation and triage of external-facing asset findings, CISA WAS and FAST results, KEV exposure items, and VDP submissions
Coordinate daily status inputs, meeting notes, action tracking, and after-action support for assigned testing activities
Use approved automation and AI-enabled tools to improve data collection, initial correlation, draft reporting, and testing workflow efficiency
Provide analytical and hands-on support for authorized penetration testing activities for a large federal agency

Requirements

What you’ll need

U.S. Citizenship or Permanent Residency required for this federal engagement
Approximately 2 to 4 years of experience in penetration testing, vulnerability assessment, or a related offensive/defensive cybersecurity role
Working knowledge of common penetration testing methodologies and tools, such as Burp Suite, Nmap, Metasploit, or equivalents
Familiarity with reconnaissance, enumeration, and evidence collection within authorized testing boundaries
Strong written documentation skills for findings, reproducibility steps, and remediation recommendations
Ability to work fully remote with reliable, secure connectivity
Previous federal contracting experience preferred
Exposure to CISA Web Application Scanning (WAS) and Fast Attack Surface Testing (FAST) programs preferred
Familiarity with Known Exploited Vulnerabilities (KEV) catalog and Vulnerability Disclosure Program (VDP) triage preferred
Relevant certifications such as Security+, CEH, GPEN, or OSCP, or actively pursuing, preferred
Experience using AI-enabled or automation tools to support testing and reporting workflows preferred
Strong written and verbal communication
Attention to detail and thorough documentation habits
Ability to work independently in a remote, distributed team
Collaborative coordination with stakeholders and testing leads
Time management across concurrent assessment activities
All work related to this role must be performed within the continental U.S.

Benefits

Comp & perks

Medical, Multiple POS health plan options including an HSA-compatible plan
Dental, PPO coverage for preventive, basic, and major services
Vision, Annual exam, frames, lenses, and contact lens allowance
401(k), Employer match up to 5% of eligible compensation
Long-Term Disability, 100% employer-paid coverage at 50% of pre-disability earnings
Life Insurance and AD&D, 100% employer-paid coverage valued at $10,000 each
PTO, 15 to 25 days annually based on tenure
Paid Federal Holidays, All 11 federal holidays observed
Fully remote work arrangement