Freelance Remote Risk Analyst Jobs in Virginia (NOW HIRING)

Location: Remote / Hybrid / Travel as Required (U.S.)

Security Requirement:
Must be eligible to obtain and maintain an HHS Tier 4 High Risk Public Trust.

About EnDyna

EnDyna is seeking experienced Penetration Testers to support the Department of Health and Human Services (HHS) Office of Inspector General (OIG) Cyber Assessment Team. The successful candidate will conduct advanced penetration testing, security assessments, vulnerability analysis, exploitation activities, technical reporting, and cybersecurity consulting supporting Federal audit activities.

Candidates will be considered for either Mid-Level or Senior positions based upon education, certifications, and demonstrated experience.

Position Responsibilities

The selected candidate will perform cybersecurity assessments including:

Penetration Testing

• Perform external network penetration testing
• Perform internal network penetration testing
• Perform web application penetration testing
• Perform cloud security assessments
• Perform wireless security assessments
• Perform mobile application testing
• Perform container security assessments
• Perform AI system security assessments
• Conduct phishing and social engineering assessments
• Perform information gathering and reconnaissance
• Enumerate hosts, services, operating systems, applications and network devices
• Identify vulnerabilities and attack paths
• Exploit vulnerabilities using approved methodologies
• Perform post-exploitation activities
• Demonstrate persistence techniques
• Evaluate data access and exfiltration opportunities
• Document countermeasures encountered during testing
• Validate remediation activities

Security Analysis

• Analyze vulnerability scan results
• Correlate findings from multiple tools
• Eliminate false positives
• Prioritize vulnerabilities based upon risk
• Map findings to NIST, CVE, OWASP and Federal guidance
• Develop mitigation recommendations

Documentation & Reporting

Prepare professional technical documentation including:

• Rules of Engagement review
• Attack confirmation lists
• Penetration testing reports
• Executive summaries
• Technical findings
• Risk analyses
• Recommendations
• Supporting evidence
• Screenshots
• Logs
• Testing artifacts

Customer Interaction

• Participate in planning meetings
• Conduct entrance conferences
• Present technical findings
• Participate in status briefings
• Explain vulnerabilities to both technical and executive audiences
• Support audit teams throughout engagements

Technical Assistance

Provide cybersecurity expertise supporting OIG auditors by:

• Performing vulnerability scans
• Analyzing scan results
• Advising auditors on security findings
• Supporting remote assessments
• Participating in technical discussions

Required Qualifications

Mid-Level

• Bachelor's degree in Cybersecurity, Computer Science, Information Technology or related field
• 4+ years of penetration testing experience
• Experience performing network and web application penetration testing
• Experience with vulnerability assessment tools
• Experience writing professional technical reports
• Knowledge of TCP/IP networking
• Understanding of Windows and Linux operating systems

Senior Level

• Bachelor's degree (Master's preferred)
• 8+ years of penetration testing experience
• Experience leading penetration testing engagements
• Advanced exploitation experience
• Experience with cloud environments
• Experience mentoring junior testers
• Experience briefing executive leadership
• Strong technical writing skills

Desired Technical Skills

Experience with:

• Burp Suite Pro
• Nmap
• Nessus
• Metasploit
• Kali Linux
• Wireshark
• BloodHound
• Impacket
• CrackMapExec
• PowerShell
• Python
• Azure
• AWS
• Docker
• Kubernetes
• Active Directory
• Microsoft Entra ID
• Wireless testing tools

Preferred Certifications

One or more of:

• OSCP
• OSCE
• OSEP
• GPEN
• GWAPT
• GXPN
• GCIH
• CISSP
• Security+
• PNPT
• CRTO

Desired Knowledge

Experience with:

• NIST SP 800-115
• OWASP Testing Guide
• MITRE ATT&CK
• CVSS
• Federal cybersecurity environments
• FISMA
• FedRAMP

Travel

Occasional travel throughout the United States may be required.

Why Join EnDyna

• Support one of the Federal Government's premier cybersecurity audit organizations
• Perform real-world penetration testing
• Work alongside nationally recognized cybersecurity experts
• Opportunities for advanced technical growth
• Flexible remote work environment