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Sherlocked Security – AI-Powered Cybersecurity & Penetration TestingSherlocked Security – AI-Powered Cybersecurity & Penetration Testing
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Red Teaming & Adversary Simulation

Supply-Chain Attack Simulation

  • May 8, 2025
  • 0

Sherlocked Security – Supply-Chain Attack Simulation

Simulate Supply-Chain Attacks to Identify Vulnerabilities in Third-Party Interactions


1. Statement of Work (SOW)

Service Name: Supply-Chain Attack Simulation
Client Type: Enterprises, Manufacturing, Financial Institutions, Government, eCommerce
Service Model: Simulated Attack Focusing on Third-Party Interactions and Vendor Relationships
Compliance Coverage: NIST 800-53, SOC 2, ISO 27001, PCI-DSS

Simulation Types:

  • Third-Party Vendor Attack Simulation
  • Software Distribution and Update Chain Simulation
  • Social Engineering Targeting Vendor Employees
  • Compromising Trusted Software/Hardware Providers
  • Simulating Malicious Updates and Backdoors
  • Exfiltration through Compromised Vendor Channels
  • Insider Threats via Compromised Vendor Access

2. Our Approach

[Pre-engagement & Test Scope] → [Vendor/Partner Selection] → [Simulating Vendor Compromise] → [Attacking via Vendor Software] → [Exfiltration Simulation] → [Detection Testing] → [Results Mapping & Reporting] → [Retesting & Validation]


3. Methodology

[Kickoff & Scope Agreement] → [Vendor Identification] → [Third-Party Attack Simulation] → [Simulate Malicious Software Distribution] → [Test for Insider Threats] → [Exfiltration & Data Leakage Testing] → [Detection & Response Testing] → [Results Analysis & Reporting] → [Remediation Recommendations & Retesting]


4. Deliverables to the Client

  1. Supply-Chain Attack Simulation Plan: Detailed strategy for testing vendor and third-party vulnerabilities
  2. Compromised Vendor Simulation Report: Findings from the simulated attack on vendor relationships and supply chain
  3. Exfiltration Path Report: Detailed mapping of how data was exfiltrated through compromised third-party channels
  4. Insider Threat Report: Assessment of risks related to compromised vendor access
  5. Executive Summary: High-level overview of findings and business risks
  6. Technical Findings Report: In-depth analysis of the attack vectors used and vulnerabilities exploited
  7. Remediation Recommendations: Guidance on mitigating supply-chain attack risks
  8. Retesting & Certification: Validation of improvements and security fixes

5. What We Need from You (Client Requirements)

  • A list of critical third-party vendors and software/hardware providers
  • Access to vendor-related contracts and any relevant security policies
  • Collaboration with security teams on current third-party risk management protocols
  • Information about any third-party penetration testing already conducted
  • Access to logs and telemetry data from third-party communications
  • Understanding of any constraints around testing vendor software/hardware
  • Availability of key contacts for vendor-related social engineering testing

6. Tools & Technology Stack

  • Custom Tools / Scripts for simulating supply-chain attacks
  • Metasploit Framework for exploitation and backdoor installation
  • Cobalt Strike for advanced attack simulation and post-exploitation
  • Burp Suite for web application testing on third-party vendors
  • Empire for PowerShell-based attack simulations
  • DNS Tunneling Tools for exfiltration through third-party channels
  • Nmap for network discovery and vulnerability scanning
  • Social Engineering Tools for phishing and vishing simulations
  • RATs (Remote Access Tools) like Pupy and Quasar for post-exploitation

7. Engagement Lifecycle

1. Discovery Call → 2. Scope Definition & Strategy → 3. Vendor Identification → 4. Third-Party Attack Simulation → 5. Exfiltration & Insider Threat Testing → 6. Report Draft & Review → 7. Final Report + Remediation → 8. Retesting & Certification


8. Why Sherlocked Security?

Feature Sherlocked Advantage
Comprehensive Attack Simulation Realistic simulation of both external and insider attacks via supply-chain channels
Vendor-Focused Strategy In-depth focus on third-party vendor security risks
Social Engineering Expertise Targeted social engineering attacks against vendor employees
Custom Tools for Supply-Chain Attacks Tailored tools for simulating real-world vendor compromise scenarios
Remediation Recommendations Actionable insights for hardening supply-chain security
Retesting Included 1 round free, extra at nominal cost

9. Real-World Case Studies

Supply-Chain Attack on eCommerce Platform

Client: Large eCommerce Retailer
Scenario: Simulation of a compromise in a third-party payment gateway provider, followed by data exfiltration.
Findings: Vendor’s software update mechanism was exploited to insert malicious code. Data exfiltrated through compromised payment channels.
Fix: Strengthened vendor vetting process, reviewed software distribution mechanisms, and added multi-factor authentication for vendor access.

Insider Threat Simulation in Financial Services

Client: Global Financial Institution
Scenario: Simulated insider threat via a compromised vendor employee accessing sensitive customer data.
Findings: The vendor employee was able to bypass network security controls due to lack of monitoring and access restrictions.
Fix: Enhanced insider threat detection, restricted access levels for vendors, and implemented strict data access auditing.


10. SOP – Standard Operating Procedure

  1. Discovery call and scope agreement
  2. Identify critical vendors and third-party relationships
  3. Simulate vendor compromise through different attack vectors (social engineering, software distribution)
  4. Test for exfiltration through compromised channels
  5. Perform insider threat testing on vendor employees with privileged access
  6. Analyze detection gaps in vendor communications and data exfiltration mechanisms
  7. Collaborate with security teams to review findings
  8. Provide remediation advice and risk mitigation steps
  9. Retest and validate improvements post-fix

11. Supply-Chain Attack Checklist

1. Vendor Identification & Compromise

  • List critical third-party vendors (payment processors, software suppliers, etc.)
  • Simulate compromise via vendor software updates (T1071, T1105)
  • Test malicious update distribution (T1071)
  • Test vulnerabilities in vendor access management systems

2. Social Engineering Attacks on Vendors

  • Simulate phishing and spear-phishing attacks targeting vendor employees (T1071)
  • Simulate vishing and impersonation techniques to gain vendor access (T1071)
  • Test vendor employees’ awareness of security policies (T1071)

3. Supply-Chain Exfiltration Simulation

  • Test exfiltration of data via compromised vendor communications (T1071)
  • Simulate data exfiltration over DNS, HTTP, and email (T1041)
  • Test covert exfiltration channels via third-party applications (T1071)

4. Insider Threat Simulation

  • Simulate vendor employee compromise (T1071)
  • Test access control and monitoring mechanisms for vendor interactions (T1071)
  • Evaluate monitoring tools for detecting insider threats via vendors

5. Detection & Response Testing

  • Test network detection mechanisms for identifying vendor-based compromises (T1071, T1105)
  • Test endpoint protection tools for detecting vendor compromise artifacts
  • Validate incident response capability for vendor-based security incidents

Security Program Management (vCISO+)
Red Team Report & Remediation Planning

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