Legitimized [SEC560: Enterprise Penetration Testing] Expert – Led Video Course – MASTERYTRAIL

1. Introduction to Penetration Testing
1.1 Definition and Purpose
1.2 Types of Penetration Tests
1.3 Legal and Ethical Considerations
1.4 Phases of a Penetration Test
1.5 Scoping and Rules of Engagement
1.6 Reporting and Documentation
1.7 Skills and Certifications Required
1.8 Common Tools Used
1.9 Penetration Testing vs Red Teaming
1.10 Real-World Penetration Testing Cases

2. Planning and Scoping
2.1 Understanding Client Needs
2.2 Defining Objectives
2.3 Determining the Scope
2.4 Identifying Stakeholders
2.5 Timeframes and Deadlines
2.6 Resource Allocation
2.7 Risk Assessment and Management
2.8 Creating a Statement of Work
2.9 Rules of Engagement Document
2.10 Pre-engagement Interactions

3. Information Gathering and Reconnaissance
3.1 Passive Reconnaissance
3.2 Active Reconnaissance
3.3 Open Source Intelligence (OSINT)
3.4 WHOIS and DNS Enumeration
3.5 Social Media Profiling
3.6 Google Hacking
3.7 Email Harvesting
3.8 Network Mapping
3.9 Identifying Third-Party Relationships
3.10 Data Aggregation Methods

4. Scanning and Enumeration
4.1 Port Scanning Techniques
4.2 Service Discovery
4.3 Banner Grabbing
4.4 Network Topology Mapping
4.5 Identifying Live Hosts
4.6 Vulnerability Scanning
4.7 SMB and NetBIOS Enumeration
4.8 SNMP Enumeration
4.9 LDAP Enumeration
4.10 Web Server Enumeration

5. Vulnerability Assessment
5.1 Automated Vulnerability Scanners
5.2 Manual Vulnerability Discovery
5.3 CVE and Vulnerability Databases
5.4 Prioritizing Vulnerabilities
5.5 Exploit Research
5.6 Patch and Configuration Analysis
5.7 False Positives and Negatives
5.8 Reporting Vulnerabilities
5.9 Exploit Validation
5.10 Mapping Vulnerabilities to Business Impact

6. Exploitation Basics
6.1 Understanding Exploits
6.2 Exploit Development Lifecycle
6.3 Common Exploit Types
6.4 Exploit Frameworks (Metasploit)
6.5 Creating Payloads
6.6 Exploit Testing Environments
6.7 Exploiting Web Applications
6.8 Exploiting Network Services
6.9 Evading Detection
6.10 Post-Exploitation Preparation

7. Post-Exploitation Techniques
7.1 Privilege Escalation
7.2 Maintaining Access
7.3 Data Exfiltration
7.4 Lateral Movement
7.5 Clearing Logs and Covering Tracks
7.6 Persistence Mechanisms
7.7 Pivoting
7.8 Credential Harvesting
7.9 File Transfers
7.10 Evidence Collection

8. Reporting and Communication
8.1 Report Structure and Components
8.2 Executive Summary Creation
8.3 Technical Details Documentation
8.4 Risk Ratings and Remediation Guidance
8.5 Delivering Reports to Stakeholders
8.6 Communicating Findings Effectively
8.7 Handling Sensitive Information
8.8 Creating Actionable Recommendations
8.9 Dealing with Disputes
8.10 Post-Test Debriefings

9. Legal and Compliance Considerations
9.1 Understanding Legal Boundaries
9.2 Compliance Frameworks (PCI, HIPAA, etc.)
9.3 Contracts and NDAs
9.4 Data Privacy Laws
9.5 Reporting Legal Issues
9.6 Breach Notification Requirements
9.7 Working with Law Enforcement
9.8 International Law Challenges
9.9 Documenting Authorization
9.10 Handling Evidence Legally

10. Penetration Testing Methodologies
10.1 OWASP Testing Guide
10.2 NIST Special Publications
10.3 PTES (Penetration Testing Execution Standard)
10.4 OSSTMM Methods
10.5 Red Team vs Blue Team Approaches
10.6 Adapting Methodologies
10.7 Scenario-Based Testing
10.8 Risk-Based Testing
10.9 Continuous Penetration Testing
10.10 Custom Methodologies

11. Social Engineering Attacks
11.1 Phishing Campaigns
11.2 Spear Phishing
11.3 Pretexting
11.4 Baiting
11.5 Tailgating and Physical Intrusion
11.6 Vishing (Voice Phishing)
11.7 Smishing (SMS Phishing)
11.8 Social Media Exploitation
11.9 Human-Based Reconnaissance
11.10 Defenses Against Social Engineering

12. Physical Penetration Testing
12.1 Physical Security Controls
12.2 Badge Cloning
12.3 Lock Picking
12.4 Tailgating Techniques
12.5 Surveillance Assessment
12.6 Facility Layout Recon
12.7 Physical Device Placement
12.8 Dumpster Diving
12.9 Security Guard Manipulation
12.10 Reporting Physical Findings

13. Wireless Network Attacks
13.1 Wi-Fi Security Protocols
13.2 Wireless Reconnaissance
13.3 Cracking WPA/WPA2
13.4 Evil Twin Attacks
13.5 Rogue Access Points
13.6 Bluetooth Attacks
13.7 Wireless Man-in-the-Middle
13.8 Wireless Client Attacks
13.9 Wireless DoS Attacks
13.10 Wireless Security Recommendations

14. Web Application Penetration Testing
14.1 Web Application Architecture
14.2 Reconnaissance Techniques
14.3 Authentication and Session Management
14.4 Input Validation Flaws
14.5 SQL Injection
14.6 Cross-Site Scripting (XSS)
14.7 CSRF Attacks
14.8 File Upload Vulnerabilities
14.9 Business Logic Testing
14.10 Automated Web App Scanning

15. Network Penetration Testing
15.1 Network Architecture Analysis
15.2 Firewall Evasion
15.3 IDS/IPS Evasion
15.4 VLAN Hopping
15.5 Man-in-the-Middle Attacks
15.6 ARP Spoofing
15.7 DNS Poisoning
15.8 Network Protocol Attacks
15.9 Exploiting Network Services
15.10 Remediation Strategies

16. Internal vs External Testing
16.1 Internal Threat Modeling
16.2 External Attack Surface Mapping
16.3 VPN and Remote Access Testing
16.4 Insider Threat Simulation
16.5 Simulating External Threat Actors
16.6 Comparing Internal and External Risks
16.7 Network Segmentation Testing
16.8 Privileged Account Testing
16.9 Testing from Guest Networks
16.10 Hybrid Testing Approaches

17. Password Attacks
17.1 Password Policy Analysis
17.2 Brute Force Attacks
17.3 Dictionary Attacks
17.4 Credential Stuffing
17.5 Rainbow Table Attacks
17.6 Password Spraying
17.7 Offline Hash Cracking
17.8 Capturing Passwords in Transit
17.9 Bypassing Authentication Mechanisms
17.10 Recommendations for Password Security

18. Exploit Frameworks
18.1 Introduction to Metasploit
18.2 Exploit-DB and Other Repositories
18.3 Core Impact Overview
18.4 Cobalt Strike Basics
18.5 Writing Custom Modules
18.6 Using Automation in Frameworks
18.7 Post-Exploitation Modules
18.8 Payload Delivery Methods
18.9 Integrating Frameworks with Other Tools
18.10 Best Practices for Safe Testing

19. Bypassing Security Controls
19.1 Firewall Bypass Techniques
19.2 IDS/IPS Evasion
19.3 Antivirus Evasion
19.4 Application Whitelisting Bypass
19.5 Sandboxing Evasion
19.6 User Account Control (UAC) Bypass
19.7 Data Loss Prevention (DLP) Evasion
19.8 Network Access Control (NAC) Bypass
19.9 Two-Factor Authentication Bypass
19.10 Social Engineering for Control Bypass

20. Malware and Payloads
20.1 Types of Malware Used in Testing
20.2 Creating Custom Payloads
20.3 Staged vs. Stageless Payloads
20.4 Shellcode Generation
20.5 Obfuscation Techniques
20.6 Delivery Mechanisms
20.7 Analyzing Antivirus Response
20.8 Command and Control Channels
20.9 Fileless Malware Techniques
20.10 Safe Handling and Removal

21. Windows Environment Testing
21.1 Windows Architecture Overview
21.2 Common Windows Vulnerabilities
21.3 Active Directory Attacks
21.4 NTLM and Kerberos Attacks
21.5 Lateral Movement Techniques
21.6 Privilege Escalation on Windows
21.7 Credential Dumping Tools
21.8 PowerShell for Penetration Testing
21.9 Bypassing Windows Defenses
21.10 Persistence on Windows Systems

22. Linux and Unix Environment Testing
22.1 Linux/Unix Architecture Overview
22.2 Common Linux Vulnerabilities
22.3 SSH Attacks
22.4 SUID/SGID Exploitation
22.5 Privilege Escalation on Linux
22.6 Bash Scripting for Pentesting
22.7 Cron Job Abuse
22.8 Kernel Exploits
22.9 File and Directory Permissions
22.10 Persistence on Linux Systems

23. Cloud Penetration Testing
23.1 Introduction to Cloud Environments
23.2 AWS Security Testing
23.3 Azure Security Testing
23.4 Google Cloud Security Testing
23.5 Cloud Storage Attacks
23.6 Misconfiguration Exploitation
23.7 Privilege Escalation in Cloud
23.8 Cloud Identity and Access Management
23.9 Cloud API Testing
23.10 Reporting Cloud Findings

24. Mobile Application Testing
24.1 Mobile App Architecture
24.2 Android Security Testing
24.3 iOS Security Testing
24.4 Mobile App Traffic Analysis
24.5 Reverse Engineering Mobile Apps
24.6 Mobile App Data Storage
24.7 Mobile App Authentication Testing
24.8 Code Injection in Mobile Apps
24.9 Mobile Device Management Testing
24.10 Recommendations for Mobile Security

25. Wireless Device Testing
25.1 IoT Device Security Basics
25.2 Zigbee and Z-Wave Attacks
25.3 Bluetooth Low Energy Exploitation
25.4 Device Firmware Analysis
25.5 Wireless Packet Sniffing
25.6 Device Authentication Flaws
25.7 Exploiting Device APIs
25.8 Physical Device Penetration
25.9 Reporting IoT and Wireless Device Risks
25.10 Securing Wireless Devices

26. Web Services and API Testing
26.1 SOAP vs REST APIs
26.2 API Reconnaissance
26.3 API Authentication Flaws
26.4 Authorization Testing
26.5 Input Validation in APIs
26.6 Rate Limiting Bypass
26.7 Mass Assignment Vulnerabilities
26.8 WebSockets Security
26.9 API Fuzzing
26.10 Reporting API Security Issues

27. Advanced Exploitation Techniques
27.1 Buffer Overflow Exploits
27.2 Format String Vulnerabilities
27.3 Use-After-Free Attacks
27.4 Heap Spraying
27.5 Return-Oriented Programming (ROP)
27.6 Exploiting Race Conditions
27.7 Bypassing DEP/ASLR
27.8 Exploiting Application Logic
27.9 Zero-Day Exploitation
27.10 Responsible Disclosure

28. Active Directory Attacks
28.1 AD Architecture Overview
28.2 Kerberos Attacks
28.3 Pass-the-Hash Attacks
28.4 Pass-the-Ticket Attacks
28.5 Golden Ticket Attacks
28.6 Silver Ticket Attacks
28.7 BloodHound for AD Mapping
28.8 Group Policy Abuse
28.9 Domain Trust Exploitation
28.10 Defending Active Directory

29. Persistence Techniques
29.1 Windows Registry Persistence
29.2 Scheduled Tasks and Cron Jobs
29.3 Startup Folder Abuse
29.4 Service Creation
29.5 DLL Injection
29.6 WMI and PowerShell Persistence
29.7 Linux Init Scripts
29.8 Browser Persistence
29.9 Cloud Persistence Techniques
29.10 Detection and Removal

30. Data Exfiltration Methods
30.1 Data Exfiltration Channels
30.2 DNS Tunneling
30.3 HTTP/HTTPS Exfiltration
30.4 Covert Channels
30.5 Cloud Storage Abuse
30.6 Email as an Exfiltration Vector
30.7 USB and Physical Media
30.8 Steganography
30.9 Encryption and Compression
30.10 Detection and Prevention

31. Lateral Movement Techniques
31.1 Credential Reuse
31.2 Pass-the-Hash
31.3 Pass-the-Ticket
31.4 Remote Desktop Protocol Abuse
31.5 SMB Relay Attacks
31.6 Exploiting Trust Relationships
31.7 SSH Key Abuse
31.8 PsExec and WMI
31.9 Pivoting through Compromised Hosts
31.10 Lateral Movement Detection

32. Red Team Operations
32.1 Red Team vs. Penetration Testing
32.2 Planning Red Team Engagements
32.3 Attack Simulation Scenarios
32.4 Social Engineering in Red Teams
32.5 Physical Red Team Operations
32.6 C2 Infrastructure Setup
32.7 Evasion Tactics
32.8 Purple Team Collaboration
32.9 Metrics and Success Criteria
32.10 Red Team Reporting

33. Blue Team and Defense
33.1 Blue Team Role in Security
33.2 Defensive Security Tools
33.3 Security Monitoring and Alerts
33.4 Incident Response Basics
33.5 Threat Hunting
33.6 Security Orchestration
33.7 Endpoint Detection and Response
33.8 Log Analysis
33.9 Threat Intelligence
33.10 Red vs Blue Team Exercises

34. Wireless Security Assessment Tools
34.1 Aircrack-ng Suite
34.2 Kismet
34.3 Wireshark for Wireless
34.4 Reaver and WPS Attacks
34.5 Bluetooth Sniffing Tools
34.6 Rogue AP Detection Tools
34.7 Wireless Signal Analysis
34.8 GPS Mapping of Access Points
34.9 Spectrum Analysis
34.10 Interpreting Wireless Assessment Results

35. Web Application Security Tools
35.1 Burp Suite
35.2 OWASP ZAP
35.3 Nikto
35.4 SQLMap
35.5 Wfuzz
35.6 Dirb and Dirbuster
35.7 Postman for API Testing
35.8 Web Application Proxy Tools
35.9 Automated Scanning vs Manual Testing
35.10 Interpreting Scanner Results

36. Network Security Assessment Tools
36.1 Nmap
36.2 Nessus
36.3 OpenVAS
36.4 Netcat
36.5 Wireshark Basics
36.6 Hydra for Password Cracking
36.7 SNMPwalk
36.8 Enum4linux
36.9 SMBclient
36.10 Automating Network Scans

37. Scripting and Automation
37.1 Python for Pentesting
37.2 Bash Scripting
37.3 PowerShell Automation
37.4 Automating Reconnaissance
37.5 Automating Exploitation
37.6 Parsing Scan Results
37.7 Custom Tool Development
37.8 Task Scheduling
37.9 Integrating with Existing Tools
37.10 Script Obfuscation Techniques

38. Threat Modeling
38.1 Understanding Threat Models
38.2 Identifying Assets and Threats
38.3 Attack Surface Analysis
38.4 STRIDE Model
38.5 DREAD Model
38.6 Mapping Threats to Controls
38.7 Prioritizing Threats
38.8 Threat Modeling Tools
38.9 Integrating Threat Models into Testing
38.10 Reporting Threat Modeling Results

39. Risk Assessment and Management
39.1 Identifying Risks
39.2 Risk Analysis Techniques
39.3 Impact and Likelihood Rating
39.4 Risk Register Creation
39.5 Risk Mitigation Strategies
39.6 Communication of Risk
39.7 Business Impact Analysis
39.8 Quantitative vs Qualitative Assessment
39.9 Integrating Risk into Reports
39.10 Continuous Risk Management

40. Chain of Custody and Evidence Handling
40.1 Importance of Chain of Custody
40.2 Evidence Collection Procedures
40.3 Digital Evidence Handling
40.4 Documentation Requirements
40.5 Evidence Storage and Security
40.6 Evidence Transfer and Logging
40.7 Legal Standards for Evidence
40.8 Maintaining Integrity
40.9 Presenting Evidence in Court
40.10 Evidence Handling Best Practices

41. Reporting and Delivery
41.1 Report Writing Fundamentals
41.2 Technical vs Executive Reporting
41.3 Visualizing Data
41.4 Remediation Plan Development
41.5 Delivering Sensitive Information
41.6 Secure Report Transmission
41.7 Client Debriefing Sessions
41.8 Follow-Up Assessments
41.9 Measuring Remediation Progress
41.10 Building Long-Term Client Relationships

42. Continuous Penetration Testing
42.1 Introduction to Continuous Testing
42.2 Automated Reconnaissance
42.3 Scheduling Automated Scans
42.4 Integrating with CI/CD Pipelines
42.5 Reporting in Continuous Testing
42.6 Real-Time Alerting
42.7 Continuous Risk Assessment
42.8 Scaling Pentesting Efforts
42.9 Limitations of Automation
42.10 Continuous Improvement

43. Penetration Testing in DevSecOps
43.1 DevSecOps Overview
43.2 Integrating PenTesting into SDLC
43.3 Security as Code
43.4 Automated Security Testing
43.5 Container Security Testing
43.6 Pipeline Security
43.7 Secure Coding Practices
43.8 Feedback Loops
43.9 Developer Training
43.10 Metrics for DevSecOps Success

44. Advanced Reporting Techniques
44.1 Customizing Reports for Audiences
44.2 Data Visualization Tools
44.3 Interactive Reporting Platforms
44.4 Prioritizing Findings
44.5 Linking Findings to Business Objectives
44.6 Integrating with Ticketing Systems
44.7 Remediation Tracking
44.8 Report Automation
44.9 Post-Engagement Follow-Up
44.10 Lessons Learned Documentation

45. Security Awareness and Training
45.1 Importance of Security Awareness
45.2 Training Methods
45.3 Simulated Phishing Campaigns
45.4 Building a Security Culture
45.5 Measuring Training Effectiveness
45.6 Integrating Awareness into Testing
45.7 Training for Developers
45.8 Executive Security Training
45.9 Ongoing Security Education
45.10 Reporting Training Outcomes

46. Metrics and KPIs for Penetration Testing
46.1 Defining Metrics and KPIs
46.2 Measurement Techniques
46.3 Tracking Vulnerability Remediation
46.4 Reporting to Management
46.5 Metrics for Continuous Improvement
46.6 Benchmarking
46.7 Custom Metrics for Clients
46.8 Linking KPIs to Business Goals
46.9 Limitations of Metrics
46.10 Visualization of Metrics

47. Managing Penetration Testing Teams
47.1 Building a Pentest Team
47.2 Roles and Responsibilities
47.3 Skill Development
47.4 Team Communication Tools
47.5 Managing Remote Teams
47.6 Training and Mentorship
47.7 Performance Evaluation
47.8 Conflict Resolution
47.9 Team Collaboration Exercises
47.10 Retention Strategies

48. Emerging Trends in Penetration Testing
48.1 AI and Machine Learning in Security
48.2 New Attack Vectors
48.3 IoT and OT Testing
48.4 Continuous Security Testing
48.5 Cloud-Native Security Challenges
48.6 Penetration Testing for Blockchain
48.7 PenTesting in Zero Trust Networks
48.8 Privacy-Enhancing Technologies
48.9 Regulatory Changes
48.10 Future Skills for Pentesters

49. Case Studies and Real-World Scenarios
49.1 High-Profile Breach Analysis
49.2 Successful Red Team Engagements
49.3 Lessons from Failed Tests
49.4 Industry-Specific Testing
49.5 Insider Threat Case Study
49.6 Social Engineering Success Stories
49.7 Web Application Breach Examples
49.8 Advanced Persistent Threats (APT)
49.9 Incident Response Integration
49.10 Key Takeaways from Case Studies

50. Course Review and Exam Preparation
50.1 Key Concepts Recap
50.2 Common Exam Topics
50.3 Practice Questions
50.4 Hands-on Lab Review
50.5 Time Management Tips
50.6 Study Resources
50.7 Test-Taking Strategies
50.8 Addressing Weaknesses
50.9 Final Q&A Session
50.10 Continuing Education Paths