Mixed Windows & web environment assessment focused on trust failures, credential reuse, lateral movement paths, and practical remediation.
The environment exposed systemic trust and authentication weaknesses that enabled administrative control without relying on complex exploitation. The primary risks were credential reuse across systems, legacy remote access posture, and overly permissive file sharing. These conditions would allow a realistic attacker to expand access rapidly once any valid credentials are obtained.
This lab simulates a small organization network with mixed OS maturity and internal web apps. The key lesson: patching alone does not save you when identity hygiene and trust boundaries are weak.
| Asset | Role | Primary services | Risk theme |
|---|---|---|---|
| Windows 7 | Legacy workstation | SMB, RDP | Legacy remote access posture |
| Windows 8 | User workstation | SMB, RDP | Inconsistent hardening |
| Windows 10 | Modern workstation | SMB | Credential trust defeats patching |
| Windows Server (DC) | Crown jewels | AD services | Risk amplification |
| OWASP Juice Shop | Internal web app | HTTP/HTTPS | Trust & logic abuse |
| DVWA | Legacy web app | HTTP | Maintenance debt |
Valid credentials were accepted across multiple systems via SMB/RDP, demonstrating weak identity hygiene and a high likelihood of rapid compromise expansion without requiring software exploitation.
Legacy systems required weaker negotiation and/or reduced protections, increasing susceptibility to credential-based compromise and expanding attacker options for interactive control.
SMB share sprawl exposed user data and increased the likelihood of indirect execution risk when trusted files (scripts/configs) are writable by inappropriate identities.
Internal web applications often trust authenticated users and client-side controls. Logic and authorization flaws can allow unauthorized access paths even in “internal-only” deployments.
Note: specific exploit steps, credentials, and sensitive artifacts are intentionally omitted.