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Social Engineering Penetration Test

Free

Assess human vulnerabilities with simulated attacks.

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Free · Opens the source repo

What Social Engineering Penetration Test does

The Social Engineering Penetration Test skill provides a structured approach to evaluating an organization's susceptibility to social engineering attacks. By simulating real-world deception techniques, this skill enables security professionals to assess the human attack surface effectively. It incorporates various methods including phishing, vishing (voice phishing), smishing (SMS phishing), and physical pretexting campaigns, utilizing tools such as GoPhish, the Social Engineer Toolkit (SET), and Evilginx. This comprehensive testing is essential for identifying gaps in security awareness and training among employees.

The skill is designed for security teams looking to conduct authorized penetration tests that focus on human factors. It begins with OSINT-driven target profiling, allowing testers to gather intelligence about potential targets, including their roles and contact information. This information is crucial for crafting convincing phishing emails or vishing scripts that mimic legitimate communications. The skill emphasizes the importance of a well-defined scope and legal compliance, ensuring that all tests are conducted ethically and responsibly.

In addition to the initial reconnaissance and campaign setup, the skill includes detailed instructions for executing phishing and vishing campaigns. Users can create realistic phishing emails and phone call scripts that reflect common corporate scenarios, enhancing the likelihood of success in testing employee responses. The skill also provides templates for various phishing scenarios, allowing for quick adaptation to different organizational contexts.

Overall, this skill is a valuable resource for security professionals tasked with improving their organization's defenses against social engineering threats. By systematically identifying weaknesses in human behavior, teams can implement targeted training and awareness programs to bolster their security posture.

When to use it

Use this skill when conducting security assessments that involve social engineering penetration tests or validating security controls through hands-on testing.

When not to use it

This skill is not suitable for environments where social engineering tests are prohibited or where there is no prior authorization from management.

What you can build with it

Conducting a Phishing Campaign

Use this skill to set up and execute a phishing campaign targeting specific employee groups to assess their susceptibility to phishing attacks.

Vishing for IT Security Awareness

Implement vishing tests to evaluate how well employees recognize and respond to phone-based social engineering attempts.

OSINT-Driven Target Profiling

Leverage OSINT tools to gather intelligence about employees before conducting penetration tests, improving the effectiveness of your campaigns.

How to install Social Engineering Penetration Test

View source

1. Install with the skills CLI

npx skills add mukul975/anthropic-cybersecurity-skills/conducting-social-engineering-penetration-test --agent claude-code

2. Or install it manually

Download the skill folder and drop it into ~/.claude/skills/ for all projects, or .claude/skills/ to scope it to one repo. Restart Claude Code so it picks up the new skill.

Anthropic's agentic coding CLI, and the reference implementation of Agent Skills. Drop a skill folder into ~/.claude/skills and Claude Code loads it automatically whenever a task matches the skill's description. Claude Code docs

Inside SKILL.md

Written by mukul975

Conducting Social Engineering Penetration Test

Overview

Social engineering penetration testing assesses an organization's human attack surface through controlled simulation of real-world deception techniques. According to Verizon DBIR 2024, the human element is involved in approximately 68% of all breaches, with phishing remaining the dominant initial access vector. This skill covers phishing, vishing (voice phishing), smishing (SMS phishing), and physical pretexting campaigns using tools like GoPhish, the Social Engineer Toolkit (SET), and Evilginx.

When to Use

  • When conducting security assessments that involve conducting social engineering penetration test
  • When following incident response procedures for related security events
  • When performing scheduled security testing or auditing activities
  • When validating security controls through hands-on testing

Prerequisites

  • Written authorization from senior management (CISO/CTO)
  • Legal review confirming compliance with local laws (CFAA, GDPR, etc.)
  • Defined scope: target employee groups, attack types, exclusions
  • GoPhish server, domain for phishing infrastructure, VPS
  • OSINT tools: Maltego, theHarvester, LinkedIn scraping tools
  • Coordination with HR and Legal for employee notification post-test

Phase 1 — OSINT and Target Profiling

Employee Reconnaissance

# Email harvesting
theHarvester -d targetcorp.com -b all -l 500 -f harvester_results

# LinkedIn OSINT (manual + tools)
# Gather: names, roles, departments, email format
# Identify: new hires, IT admins, finance team, executives

# Email format discovery
# Check: first.last@, flast@, firstl@
# Verify with: hunter.io, phonebook.cz, email-checker.net

# Social media OSINT
# Twitter/X: employees posting about work tools/frustrations
# Facebook: corporate event photos, office layout
# GitHub: employee repos with corporate email addresses

# Domain intelligence
dig targetcorp.com MX +short
dig targetcorp.com TXT +short
# Check for SPF, DKIM, DMARC records
# Weak DMARC = easier email spoofing

# Check breach databases (authorized)
# HaveIBeenPwned API for corporate emails
# Identify employees with compromised credentials

Target Selection Matrix

GroupCountPretextAttack Vector
Finance15Invoice approvalPhishing (credential harvest)
IT Help Desk8Password resetVishing
Executives5Board meeting updateSpear phishing
New Hires (< 90 days)12HR onboarding formPhishing (payload)
All Employees200IT security updateBroad phishing

Phase 2 — Phishing Campaign

Infrastructure Setup

# Register lookalike domain
# targetcorp.com -> targetc0rp.com, targetcorp-secure.com, targetcorp.net

# Set up GoPhish server
sudo apt install gophish
# Edit config.json for admin and phishing server ports
gophish

# Configure sending profile in GoPhish
# SMTP server: mail.attackdomain.com
# From: it-security@targetcorp-secure.com
# Headers: proper DKIM/SPF for attack domain

# Create landing page (credential harvesting)
# Clone legitimate login page (Office 365, Okta, etc.)
# GoPhish: Import Site -> https://login.microsoftonline.com
# Enable: Capture Credentials, Capture Passwords
# Redirect to real site after capture

# Set up Evilginx for MFA bypass (authorized testing only)
evilginx2
: config domain attackdomain.com
: config ipv4 <server_ip>
: phishlets hostname o365 login.targetcorp-secure.com
: phishlets enable o365
: lures create o365
: lures get-url 0

GoPhish Campaign Configuration

{
  "campaign": {
    "name": "IT Security Update - Q1 2025",
    "template": {
      "name": "Mandatory Security Training",
      "subject": "Action Required: Complete Security Awareness Training by Friday",
      "html": "<html>...[branded email with urgency]...</html>",
      "from": "IT Security Team <security@targetcorp-secure.com>"
    },
    "landing_page": "Office 365 Login Clone",
    "sending_profile": "Phishing SMTP",
    "groups": ["All Employees - Batch 1"],
    "launch_date": "2025-03-10T09:00:00Z",
    "send_by_date": "2025-03-10T12:00:00Z"
  }
}

Phishing Email Templates by Pretext

Template 1 — IT Security Update:

Subject: [Action Required] Mandatory Password Reset - Security Incident
From: IT Security <security@targetcorp-secure.com>

Dear {FirstName},

Our security team has detected unauthorized access attempts on our systems.
As a precautionary measure, all employees must reset their passwords immediately.

Please click below to reset your password within the next 24 hours:

[Reset Password Now] -> {phishing_url}

Failure to comply may result in temporary account suspension.

Thank you,
IT Security Team

Template 2 — Finance Invoice:

Subject: Invoice #INV-2025-4821 - Approval Required
From: Accounts Payable <ap@targetcorp-secure.com>

Hi {FirstName},

Please review and approve the attached invoice from our vendor.
Amount: $47,250.00 | Due: March 15, 2025

[View Invoice] -> {phishing_url}

Best regards,
Accounts Payable

Phase 3 — Vishing Campaign

Call Script Template

Pretext: IT Help Desk calling about suspicious login

Caller: "Hi, this is [Name] from the IT Help Desk. Am I speaking with [Target Name]?"

[Wait for confirmation]

Caller: "We've detected some unusual login activity on your account from an
unrecognized location. For your protection, I need to verify your identity
before we can investigate further."

Caller: "Can you confirm your employee ID and the email address associated
with your account?"

[Record responses]

Caller: "Thank you. I'm going to send you a verification link to confirm
it's really you. Can you click on it and enter your credentials so we can
secure your account?"

[Send phishing link via email/SMS during call]

Caller: "Great, I can see you've been verified. Your account is now secured.
If you notice any further issues, please call the help desk at [real number]."

Vishing Metrics to Track

MetricDescription
Call answeredTarget picked up the phone
EngagedTarget continued conversation past initial question
Information disclosedTarget provided credentials, employee ID, or PII
Link clickedTarget clicked the verification link
Credentials enteredTarget entered credentials on phishing page
ReportedTarget reported the call to security

Phase 4 — Physical Social Engineering

Physical Pretexting Scenarios

Scenario 1: Delivery Person
- Arrive with package labeled for executive
- Request access to deliver personally
- Attempt to tailgate through secure doors
- Drop USB drives in common areas

Scenario 2: IT Vendor
- Arrive with vendor badge (printed)
- Claim scheduled maintenance on network closet
- Attempt to access server rooms
- Install rogue wireless AP if access gained

Scenario 3: New Employee
- Arrive claiming first day orientation
- Request temporary badge
- Attempt to access restricted areas
- Photograph sensitive screens/documents

Evidence Collection:
- Body camera (if legally permitted and authorized)
- Photographs of accessed areas
- WiFi probe from rogue AP
- Notes on which doors/checkpoints bypassed

Phase 5 — Metrics and Analysis

Campaign Results Dashboard

Phishing Campaign Results:
├── Emails Sent: 200
├── Emails Delivered: 195 (97.5%)
├── Emails Opened: 142 (72.8%)
├── Links Clicked: 68 (34.9%)
├── Credentials Submitted: 31 (15.9%)
├── MFA Bypassed: 8 (4.1%)  [Evilginx]
├── Reported to SOC: 12 (6.2%)
└── No Action: 53 (27.2%)

Vishing Campaign Results:
├── Calls Made: 23
├── Calls Answered: 18 (78.3%)
├── Engaged in Conversation: 15 (65.2%)
├── Information Disclosed: 9 (39.1%)
├── Credentials Provided: 4 (17.4%)
└── Reported to Security: 2 (8.7%)

Physical Assessment:
├── Tailgating Successful: 3/5 attempts
├── USB Drives Plugged In: 2/10 dropped
├── Restricted Areas Accessed: 2/4 attempted
└── Challenged by Employee: 1 time

Risk Scoring

Attack VectorSuccess RateRisk LevelPriority
Phishing (credential harvest)15.9%HighP1
Vishing (info disclosure)39.1%CriticalP1
Physical tailgating60%HighP2
USB drop20%MediumP3
Spear phishing (exec)40%CriticalP1

Phase 6 — Reporting and Recommendations

Remediation Priorities

PriorityRecommendationTimeline
P1Deploy phishing-resistant MFA (FIDO2/WebAuthn)30 days
P1Implement targeted security awareness training14 days
P1Deploy email gateway with URL rewriting30 days
P2Strengthen physical access controls (mantraps, visitor badges)60 days
P2Implement security champion program per department30 days
P3Deploy USB device control policy30 days
P3Establish phishing reporting button in email client14 days

Tools Reference

ToolPurpose
GoPhishPhishing campaign management platform
Evilginx2MFA bypass via reverse proxy phishing
Social Engineer Toolkit (SET)Social engineering attack framework
MaltegoOSINT and relationship mapping
theHarvesterEmail and domain OSINT
King PhisherPhishing campaign tool
ModlishkaReverse proxy for credential interception

References

Frequently asked questions about Social Engineering Penetration Test

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