# Incident Response Report: Windows Server 2016 Compromise & Host Forensics

**Document Reference:** IR-20190302-WS2016  
**Target Environment:** TryHackMe — Investigating Windows  
**Classification:** TLP:CLEAR / Portfolio Case Study  
**Lead Investigator:** Abraham John (AJ) — Systems Architect & Cybersecurity Specialist  
**Incident Date:** March 2, 2019  
**Report Date:** August 2026  
**Status:** Closed / Remediated  

---

## 1. Executive Summary

On March 2, 2019, an unauthorized intrusion was detected and investigated on a production Windows Server 2016 system. The adversary successfully achieved initial access by uploading an unauthorized Java Server Pages (`.jsp`) web shell to the Internet Information Services (IIS) web server root. Following initial access, the attacker escalated privileges by illicitly granting local Administrator rights to unauthorized accounts (`Jenny` and `Guest`), dumped stored operating system credentials using Mimikatz, and established multi-layered persistence across system reboots via a rogue registry `Run` key and an automated scheduled task (`Clean file system`). Furthermore, the threat actor modified the Windows Firewall to expose local port 1337 and altered local DNS resolution (`hosts` file) to redirect legitimate traffic. 

All malicious artifacts, persistence mechanisms, and rogue permissions were systematically identified, isolated, and documented. Based on the depth of compromise—specifically administrative credential dumping and kernel/subsystem modifications—the forensic recommendation mandates a complete rebuild and redeployment of the endpoint from an immutable baseline rather than a superficial cleanup.

---

## 2. Scope & Data Sources: Capabilities & Limitations

The scope of this investigation encompassed all forensic host artifacts on the compromised Windows Server 2016 system. The table below details each artifact category analyzed, along with its specific analytical capabilities and forensic limitations:

| Data Source / Artifact | What It Provided (Capabilities) | What It Could Not Provide (Limitations) |
|---|---|---|
| **Windows Security Event Logs (`Security.evtx`)** | Specific event timestamps for special privilege logons (Event ID 4672) and user logon tracking. | Could not capture full command payloads or memory-only script execution due to disabled process creation auditing (Event ID 4688). |
| **Windows Registry (`HKLM` Hive)** | Persisted startup run keys (`HKLM\...\Run`), binary arguments, and registry key creation timestamps. | Cannot reflect volatile in-memory processes or temporary socket sessions terminated prior to analysis. |
| **File System Artifacts (`C:\inetpub`, `C:\temp`, `C:\Windows`)** | Web shell payloads (`.jsp`), dropped credential harvesting tools (`mimikatz`), and backdoor PowerShell scripts (`nc.ps1`). | Could not recover anti-forensic temporary files wiped without forensic unallocated space file-carving. |
| **Task Scheduler (`Taskschd.msc`)** | Identification of recurring scheduled triggers, daily task names (`Clean file system`), and executed binaries. | Cannot detect in-memory scheduled tasks executed via direct API hooking. |
| **Windows Firewall with Advanced Security** | Detection of unauthorized inbound port openings (Port 1337). | Does not record historical network bandwidth volume or packet captures of past communication. |
| **Local Account Management (`SAM` / `net`)** | Group memberships (Guest and Jenny in Administrators), user metadata, and last logon timestamps. | Does not record remote IP origins for local console sessions without corresponding RDP event channels. |
| **Local DNS Resolver (`hosts` file)** | Evidence of DNS poisoning and hardcoded Command-and-Control (C2) IP mappings. | Does not capture active DNS queries resolved prior to hosts file modification. |

---

## 3. Chronological Incident Timeline

All timestamps reflect the local system clock recorded during the forensic investigation on March 2, 2019:

```text
[2019-03-02] Initial Access:
 ├── Unknown Time  ── Attacker uploads rogue web shell (.jsp) to C:\inetpub\wwwroot
 └── 04:04:49 PM   ── Event ID 4672: Special administrative privileges assigned to new logon

[2019-03-02] Privilege Escalation & Persistence Setup:
 ├── Post-04:04 PM ── Guest and Jenny accounts added to Local Administrators group
 ├── Post-04:04 PM ── Registry Run Key created: HKLM\...\Run\Update -> Connects to 10.34.2.3
 ├── Post-04:04 PM ── Scheduled Task created: "Clean file system" -> Executes C:\temp\nc.ps1 daily
 └── Post-04:04 PM ── Tool dropped: Mimikatz staged in C:\temp\ for credential extraction

[2019-03-02] Network Tampering & Egress:
 ├── Post-04:04 PM ── Hosts file modified: C2 mapped to 76.32.97.132; google.com poisoned
 ├── Post-04:04 PM ── Windows Firewall rule added: Inbound TCP Port 1337 opened
 ├── 05:48:32 PM   ── Legitimate user 'John' logs in; interactive session recorded
 └── Post-05:48 PM ── Account 'Jenny' records final active interactive session
```

---

## 4. Step-by-Step Forensic Investigation & Process Flow

This section details the systematic, evidence-based methodology used to uncover the adversary's actions. Every finding is linked to its exact forensic artifact and copy-pasteable command.

### Phase 1: Environment Baseline & Account Enumeration

#### Step 1.1: System Identification
To establish operating system architecture, build, and patch level:
```cmd
systeminfo
```
* **Evidence Found:** Windows Server 2016 Datacenter (OS Version: 10.0.14393).

#### Step 1.2: User Account Analysis & Logon History
To identify active users, account status, and last authentication times:
```cmd
net user
net user Administrator
net user john
net user jenny
```
* **Findings:**
  - User `john` last logged in on `03/02/2019 5:48:32 PM`.
  - User `jenny` recorded the most recent active logon session on the compromised host.

#### Step 1.3: Dead End / Eliminated Hypothesis #1 (User 'John' Investigation)
* **Hypothesis:** Initial suspicion held that user `john` was the compromised entry account due to his recent logon on the compromise date.
* **Elimination & Verification:** Analysis of Windows Security Event Logs for failed logon events (`Event ID 4625`) and password age revealed John's password had not changed and his logon was consistent with normal administrative support activity post-compromise. John was eliminated as the adversary vector.

---

### Phase 2: Web Server Root & Initial Compromise Vector

#### Step 2.1: Web Directory Triage
Because Windows Server 2016 frequently hosts web services (IIS), the default web root directory was inspected for unauthorized file uploads:
```powershell
Get-ChildItem -Path "C:\inetpub\wwwroot" -Recurse | Select-Object FullName, CreationTime, LastWriteTime
```
* **Evidence Found:** An unauthorized web shell with a `.jsp` extension was discovered in `C:\inetpub\wwwroot\`.
* **Conclusion:** The web application permitted arbitrary or unvalidated file uploads, allowing the adversary to place a server-side executable script and execute remote system commands.

#### Step 2.2: Dead End / Eliminated Hypothesis #2 (Apache/PHP Vector)
* **Hypothesis:** Suspected a secondary web vector via Apache Tomcat or XAMPP PHP services.
* **Elimination & Verification:** Checked `C:\xampp` and `C:\Program Files\Apache`—no services existed. The compromise was strictly confined to the native IIS/Java web endpoint.

---

### Phase 3: Privilege Escalation & Credential Harvesting

#### Step 3.1: Local Group Membership Audit
To verify which accounts held elevated rights:
```cmd
net localgroup administrators
```
* **Evidence Found:** Beyond the default `Administrator`, both `Jenny` and `Guest` had been added to the local `Administrators` group. Adding the `Guest` account to administrators is a severe anomaly indicating intentional backdoor privilege assignment.

#### Step 3.2: Security Event Log Analysis for Privilege Assignment
To pinpoint the exact timestamp when administrative privileges were first granted to the new logon session:
```powershell
Get-WinEvent -FilterHashtable @{LogName='Security'; Id=4672} | Select-Object TimeCreated, Message | Format-List
```
* **Evidence Found:** Event ID 4672 (*"Special privileges assigned to new logon"*) occurred at `03/02/2019 4:04:49 PM`, establishing the precise moment of privilege elevation.

#### Step 3.3: Staging Directory & Credential Extraction Tools
Inspecting known temporary and staging directories for post-exploitation binaries:
```cmd
dir C:\temp /a
```
* **Evidence Found:** `mimikatz.exe` was present in `C:\temp\`.
* **Conclusion:** The adversary executed Mimikatz with administrative privileges to dump cleartext credentials and NTLM hashes directly from the LSASS process memory.

---

### Phase 4: Network Tampering, DNS Poisoning & Firewall Manipulation

#### Step 4.1: Host DNS Resolution Integrity
To inspect if local DNS resolution had been hijacked:
```cmd
type C:\Windows\System32\drivers\etc\hosts
```
* **Evidence Found:**
  - External Command & Control (C2) server IP: `76.32.97.132`.
  - DNS Poisoning: An entry mapped `google.com` directly to an attacker-controlled IP address, allowing credential interception or fake authentication portals.

#### Step 4.2: Firewall Inbound Rule Inspection
To identify newly opened attack surface:
```cmd
netsh advfirewall firewall show rule name=all dir=in
```
Or via PowerShell:
```powershell
Get-NetFirewallRule -Direction Inbound -Enabled True | Get-NetFirewallPortFilter | Where-Object {$_.LocalPort -ne 'Any'}
```
* **Evidence Found:** A rogue inbound firewall rule explicitly permitted incoming connections on TCP Port `1337`.

---

## 5. Persistence Mechanisms Analysis

The adversary established redundant persistence mechanisms to guarantee access across server reboots and credential rotations:

```text
┌─────────────────────────────────────────────────────────────┐
│                   ADVERSARY PERSISTENCE                     │
├──────────────────────────────┬──────────────────────────────┤
│ 1. REGISTRY RUN KEY          │ 2. SCHEDULED TASK BACKDOOR   │
│ HKLM\...\CurrentVersion\Run  │ Task: "Clean file system"    │
│ Key: "Update"                │ Script: C:\temp\nc.ps1       │
│ Action: Outbound to 10.34.2.3│ Listener: Port 1348 (Daily)  │
└──────────────────────────────┴──────────────────────────────┘
```

### Mechanism 1: Registry Auto-Start Execution
* **Registry Path:** `HKEY_LOCAL_MACHINE\SOFTWARE\Microsoft\Windows\CurrentVersion\Run`
* **Command to Verify:**
  ```powershell
  Get-ItemProperty -Path "HKLM:\SOFTWARE\Microsoft\Windows\CurrentVersion\Run"
  ```
* **Finding:** A rogue value named `Update` was created with a timestamp matching `03/02/2019`. When any user logs in, this key forces an automated outbound network connection to internal IP `10.34.2.3`.

### Mechanism 2: Rogue Scheduled Task
* **Task Name:** `Clean file system` (Deceptive naming convention to evade manual review)
* **Command to Verify:**
  ```cmd
  schtasks /query /tn "Clean file system" /fo LIST /v
  ```
* **Action & Script:** Configured to run daily, executing `C:\temp\nc.ps1`.
* **Script Content Analysis:**
  ```powershell
  Get-Content -Path "C:\temp\nc.ps1"
  ```
* **Finding:** The PowerShell script is a Netcat-like network listener configured to bind locally to port `1348`, providing an automated daily backdoor shell.

---

## 6. Comprehensive Indicators of Compromise (IoCs)

The following table provides structured, actionable IoCs for threat hunting and firewall/EDR ingestion:

| IoC Category | Indicator Value | Threat Context & Description | Action Required |
|---|---|---|---|
| **IPv4 (External C2)** | `76.32.97.132` | Threat actor primary external C2 server in `hosts` file. | Block at perimeter firewall and SIEM watch list. |
| **IPv4 (Internal Staging)**| `10.34.2.3` | Internal IP destination in Registry `Run\Update` key. | Isolate and investigate endpoint for lateral movement. |
| **File Path / Web Shell** | `C:\inetpub\wwwroot\*.jsp` | Malicious web shell uploaded via web application. | Quarantine and submit for binary reverse engineering. |
| **File Path / Backdoor** | `C:\temp\nc.ps1` | PowerShell listener backdoor executed by Scheduled Task. | Delete and inspect script execution logs. |
| **File Path / Tool** | `C:\temp\mimikatz.exe` | Credential harvesting tool used for LSASS memory dumping. | Quarantine, compute SHA256, hunt enterprise-wide. |
| **Registry Run Key** | `HKLM\SOFTWARE\Microsoft\Windows\CurrentVersion\Run\Update` | Registry startup persistence hook. | Delete key from registry hive. |
| **Scheduled Task** | `Clean file system` | Daily execution trigger for `nc.ps1`. | Delete task via `schtasks /delete`. |
| **Network Port (Local)** | `TCP 1348` | Backdoor listening port spawned by `nc.ps1`. | Terminate listening PID, block inbound traffic. |
| **Network Port (Inbound)**| `TCP 1337` | Unauthorized port opened via Windows Firewall rule. | Delete rogue firewall rule. |
| **Poisoned Domain** | `google.com` -> Attacker IP | Malicious DNS redirection entry in `hosts` file. | Restore clean baseline `hosts` file. |
| **Compromised Account** | `Guest` | Unauthorized addition to Local Administrators group. | Remove from Administrators, disable account. |
| **Compromised Account** | `Jenny` | Unauthorized addition to Local Administrators group. | Revoke admin rights, reset credentials. |

---

## 7. Containment, Detection Engineering & Strategic Recommendations

### Immediate Containment Checklist (First 60 Minutes)
1. **Network Isolation:** Disconnect the host from the internal production VLAN to halt C2 beacons to `76.32.97.132` and prevent lateral scans to `10.34.2.3`.
2. **Account Remediation:**
   - Immediately disable the `Guest` account: `net user Guest /active:no`.
   - Remove `Guest` and `Jenny` from Administrators: `net localgroup administrators Guest /delete` & `net localgroup administrators jenny /delete`.
   - Force domain-wide password and Kerberos Golden Ticket / krbtgt resets due to verified Mimikatz execution.
3. **Artifact Neutralization:**
   - Delete rogue scheduled task: `schtasks /delete /tn "Clean file system" /f`.
   - Delete registry persistence key: `Remove-ItemProperty -Path "HKLM:\SOFTWARE\Microsoft\Windows\CurrentVersion\Run" -Name "Update"`.
   - Delete rogue inbound firewall rule: `netsh advfirewall firewall delete rule name=all protocol=tcp localport=1337`.
   - Restore `C:\Windows\System32\drivers\etc\hosts` to default clean state.

---

### Concrete Detection Engineering Logic

To ensure automated alerting on identical techniques in the future, the following Sigma/SIEM detection rule logic should be deployed:

```yaml
title: Suspicious Persistence via Run Key or Temp Scheduled Task
status: production
description: Detects creation of registry Run keys targeting raw IP addresses or scheduled tasks executing scripts from temporary directories.
logsource:
    category: process_creation
    product: windows
detection:
    selection_registry:
        EventID: 13 # Sysmon RegistryEvent (Value Set)
        TargetObject|contains: 'SOFTWARE\Microsoft\Windows\CurrentVersion\Run'
    selection_task:
        EventID: 4698 # A scheduled task was created
        TaskContent|contains:
            - 'C:\temp\'
            - 'C:\Users\Public\'
            - 'powershell.exe'
    selection_mimikatz:
        EventID: 4688 # Process Creation
        CommandLine|contains:
            - 'sekurlsa::logonpasswords'
            - 'lsadump::sam'
            - 'mimikatz'
    condition: selection_registry or selection_task or selection_mimikatz
falsepositives:
    - Legitimate administrative maintenance scripts (rare in C:\temp)
level: critical
```

---

### The Critical Decision: Clean vs. Rebuild Analysis

> **Definitive Incident Response Verdict:** **MANDATORY HOST REBUILD (Re-image from Clean Golden Image)**

#### Technical Justification:
1. **LSASS Credential Compromise:** The adversary executed Mimikatz with full administrative privileges. In a Windows environment, once LSASS memory is dumped, all interactive user hashes, Kerberos tickets, and local admin passwords are compromised. Cleaning individual files does not guarantee that in-memory backdoors or harvested credentials are not already weaponized across the domain.
2. **Kernel & Subsystem Tampering:** The adversary modified fundamental OS components: the Local Security Authority (`SAM` groups), the TCP/IP stack (`hosts` file), the firewall subsystem, and the Windows Registry.
3. **High Risk of Undetected Persistence:** When an attacker establishes multiple persistent backdoors (Registry + Scheduled Task + Web Shell), there is a statistical probability of hidden secondary hooks (such as WMI Event Subscriptions, rogue service DLLs, or compromised COM objects) that evade manual triage.
4. **Enterprise Risk vs. Cost:** Re-imaging a standardized Windows Server 2016 VM from an automated, immutable infrastructure-as-code (IaC) pipeline takes under 30 minutes and guarantees zero adversary dwell time. Attempting to manually "clean" an administratively compromised host leaves residual existential risk for the enterprise.

---

## 8. Strategic Posture Improvements

1. **Implement Web Application Firewall (WAF) & Upload Sandboxing:** Restrict direct execution of uploaded scripts in `wwwroot`. Configure IIS request filtering to block `.jsp`, `.php`, and executable extensions in upload directories.
2. **Deploy Local Administrator Password Solution (LAPS):** Ensure unique, auto-rotated local administrator passwords on all servers to eliminate lateral movement via local admin credential dumping.
3. **Enable PowerShell Script Block Logging (Event ID 4104):** Capture the full runtime execution content of PowerShell scripts like `nc.ps1` even if obfuscated or executed in memory.
4. **Enforce Endpoint Detection & Response (EDR) with Tamper Protection:** Block unauthorized LSASS memory access and alert immediately on modifications to `HKLM\...\Run` keys.

---

## 9. AI Transparency & Verification

* **AI Assistance Disclosure:** In compliance with professional engineering transparency standards, this report was authored and structured from original TryHackMe forensic investigation notes with the collaborative assistance of an AI engineering agent.
* **Evidence Verification:** All commands, registry locations, event IDs, and IoCs were tested and validated directly against the live target host environment.

---

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