Smtp Penetration Testing

SMTP Penetration Testing

Conduct comprehensive security assessments of SMTP (Simple Mail Transfer Protocol) servers to identify vulnerabilities including open relays, user enumeration, weak authentication, and misconfiguration.

When to Use

• This skill is applicable to execute the workflow or actions described in the overview.

Core Workflow

1. Confirm the request matches this skill's trigger, scope, and risk profile.
2. Use the topic map to identify the relevant pattern, checklist, or example before writing detailed guidance or code.
3. Load references/full-guidance.md when implementation details, examples, anti-patterns, validation checks, or edge cases are needed.
4. Apply only the relevant guidance instead of loading or repeating the entire reference by default.
5. Verify the result against any validation checks, limitations, security notes, or platform constraints in the reference.

Topic Map

• Purpose
• Prerequisites
• Required Tools
• Required Knowledge
• Required Access
• Outputs and Deliverables
• Core Workflow
• Phase 1: SMTP Architecture Understanding
• Phase 2: SMTP Service Discovery
• Phase 3: Banner Grabbing
• Phase 4: SMTP Command Enumeration
• Phase 5: User Enumeration
• Phase 6: Open Relay Testing
• Phase 7: Brute Force Authentication
• Phase 8: SMTP Command Injection
• Phase 9: TLS/SSL Security Testing
• Phase 10: SPF, DKIM, DMARC Analysis
• Quick Reference

Reference Map

• references/full-guidance.md preserves the complete original guidance, including examples and detailed edge cases.

Progressive Loading

Keep this SKILL.md as the compact routing and workflow entrypoint. Load the reference file only when the user task requires the deeper implementation material.