AI Powered Course
Web Application Penetration with Caido
Master Practical Web Application Exploitation with Caido, AI, and Modern Penetration Techniques
Program Highlights
The Web Application Pentesting with Caido Training course from InfosecTrain is designed to bridge the gap between traditional, certification-focused approaches such as CEH-style training and the practical requirements of modern web application penetration testing. The course focuses on hands-on exploitation workflows using Caido, HTTPQL, plugins, and MCP integration, helping learners move beyond theoretical vulnerability identification to practical security testing. The training combines certification-oriented concepts with advanced, practical labs, allowing participants to understand how vulnerabilities are identified, analyzed, exploited, and validated in realistic web application environments. Learners gain practical exposure to modern testing techniques while developing the skills needed to use Caido effectively as part of a professional web penetration testing workflow.
40-Hour LIVE Instructor-led Training 
Hands-on lab Experience 
AI-Assisted Workflows 
Advanced Vulnerability Coverage 
Immersive Learning Schedule 
Certified Experts 
Career Guidance & Mentorship 
Dedicated Telegram Support Group 
Access to Recorded Sessions
Training Schedule
- upcoming classes
- corporate training
- 1 on 1 training
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About Course
The Web Application Penetration Testing with Caido Training course provides practical, hands-on learning for professionals who want to strengthen their web application security testing skills. The course introduces learners to Caido, a modern web security testing tool, and demonstrates how it can be used to intercept, inspect, modify, and analyze web traffic during penetration testing.
Learners will explore practical techniques for identifying and assessing common web application vulnerabilities, analyzing requests and responses, manipulating traffic, and validating security weaknesses. Through hands-on exercises and realistic testing scenarios, participants will gain experience with web application penetration testing workflows and learn how to document and report their findings effectively. By the end of the course, learners will be better prepared to use Caido as part of their web application security testing toolkit and apply structured penetration testing techniques to identify vulnerabilities and improve application security.
Course Curriculum
- Module 1: Introduction to Caido
- What is Caido?
- Modern intercepting proxy for web application security testing
- Comparison with Burp Suite and OWASP ZAP
- Installation and  Setup
- Windows, macOS, Linux installation
- Proxy configuration and SSL certificate setup
- Interface Tour
- Overview, Sitemap, Scopes, Filters
- Proxy section: Intercept, HTTP History, WS History, Match and  Replace
- Testing section: Replay, Automate, Workflows, Assistant, Environment
- Logging section: Search, Findings, Exports
- Workspace section: Files, Plugins, Workspace
- Plugins section: Drop, Scanner, Autorize, Screenshot Mode, Chatio, GraphQL Analyzer, Shift
- Modular design philosophy and workflow overview
- What is Caido?
- Module 2: Core Features and  Workflow
- Intercepting Traffic
- Capturing HTTP/HTTPS requests
- Filtering and modifying requests
- HTTP History and WS History
- Reviewing captured traffic
- Understanding timelines and WebSocket message flow
- Match and  Replace
- Automating payload substitution and header modification
- Replay Tool
- Resending requests to endpoints
- Crafting payloads and comparing responses
- Scope Management
- Defining target domains
- Excluding irrelevant traffic
- Session Handling and  Environment
- Managing cookies, tokens, and authentication
- Setting environment variables for dynamic testing
- Data Visualization
- Request timelines, response graphs, and performance metrics
- Intercepting Traffic
- Module 3: HTTPQL – Caido’s Query Language
- What is HTTPQL and why it matters
- Structure: Namespace → Field → Operator → Value
- Namespaces
- Fields
- Operators
- Advanced Queries: chaining multiple conditions
- Module 4: Advanced Testing Techniques
- Automated Scanning (Scanner Plugin)
- Configuring Caido’s scanner
- Severity levels and interpreting results
- Fuzzing and  Parameter Tampering
- Using Caido’s Fuzzer
- Creating custom wordlists
- Authentication Testing (Autorize Plugin)
- Testing login flows, session fixation, and token validation
- API Testing (GraphQL Analyzer Plugin)
- REST and GraphQL endpoints
- JSON/XML payload handling
- WebSocket Testing (WS History)
- Monitoring realtime traffic
- Manipulating messages
- Match and Replace Automation
- Dynamic payload injection and header rewriting
- Automated Scanning (Scanner Plugin)
- Module 5: Exploiting OWASP Top 10 Vulnerabilities
- A01 Broken Access Control
- A02 Cryptographic Failures
- A03 Injection
- A04 Insecure Design
- A05 Security Misconfiguration
- A06 Vulnerable Components
- A07 Auth Failures
- A08 Integrity Failures
- A09 Logging Failures
- A10 SSRF
- Module 6: Advanced Vulnerabilities Exploitation
- Server-Side Template Injection (SSTI)
- HTTP Request Smuggling
- Business Logic Exploits
- Race Conditions
- Web Cache Poisoning
- Clickjacking and UI Redressing
- XXE (XML External Entity Injection)
- Deserialization Attacks
- JWT Exploits
- Advanced XSS (DOM-based, CSP bypass)
- Module 7: Plugins, Extensions and Customization
- Plugin Marketplace
- Installing and managing plugins
- Popular plugins: JWT Decoder, SQLi Helper, XSS Injector, Wordlist Generator
- Developing Custom Plugins
- Plugin architecture
- Writing plugins in JavaScript/TypeScript
- Using Caido’s API for automation
- Integration with External Tools
- Nmap, Nikto, custom scripts
- Exporting results (JSON, CSV)
- Automation Workflows (Automate and Workflows Tabs)
- Scheduling scans
- Triggering scripts based on responses
- Shift Plugin and Efficiency Tools
- Streamlining repetitive tasks and workflow shortcuts
- Plugin Marketplace
- Module 8: Reporting and Collaboration
- Reporting Vulnerabilities (Findings and Exports)
- Generating detailed reports
- Custom templates and evidence collection (Screenshot Mode Plugin)
- Collaboration Features (Workspace Tab)
- Sharing projects and findings
- Team workflows and version control
- Best Practices
- Ethical testing and responsible disclosure
- Workspace hygiene and data management
- Reporting Vulnerabilities (Findings and Exports)
- Module 9: MCP Integration (Model Context Protocol)
- What is MCP and how it connects to Caido
- Benefits:
- Automates repetitive tasks
- Provides AI assisted traffic analysis
- Caido + MCP Use Cases
- AI-driven request analysis
- Automated HTTPQL query generation
- Suggesting payloads for fuzzing
- Summarizing scan results into human readable reports
- Chatio Plugin Integration
- Using AI chat assistance within Caido
- Hands-on Demo: Connect Caido with MCP and use AI to interpret findings
- Module 10: Logging and Data Management
- Search and HTTPQL Analyzer
- Advanced filtering and query analysis
- Logging Best Practices
- Using Search, Findings, and Exports for audit trails
- Drop Plugin Usage
- Managing unwanted requests and cleaning traffic logs
- Search and HTTPQL Analyzer
- Module 11: Assistant and Environment Configuration
- Assistant Tab
- Using builtin helpers for quick actions
- Environment Tab
- Setting variables, tokens, and dynamic parameters
- Workspace Files Management
- Organizing captured data and reports
- Assistant Tab
Target Audience
- Security professionals preparing for OSWE/OSCP but wanting real-world exploitation practice with AI assistance.
- Penetration Testers and Red Teamers looking to modernize their workflows using AI.
- Developers and DevSecOps Engineers who want to understand web application flaws.
- Cybersecurity students seeking practical labs beyond theory.
Pre-requisites
- Basic understanding of web technologies (HTTP, HTML, JavaScript).
- Familiarity with networking fundamentals.
- No prior pentesting experience required — beginners can start here, while advanced learners will benefit from the extended modules.
Course Objectives
- Covers all Caido features: Intercept, Replay, HTTPQL, Plugins, Logging, Workspace.
- Integrates OWASP Top 10 vulnerabilities with PortSwigger Labs for practical exploitation.
- Includes advanced vulnerabilities beyond OWASP Top 10: SSTI, HTTP Request Smuggling, Race Conditions, Web Cache Poisoning, JWT attacks, GraphQL exploitation.
- AI-assisted pentesting workflows using MCP and the Chatio plugin.
- Professional reporting and collaboration modules.
Vision
Goal
Skill-Building
Mentoring
Direction
Support
Success
It was a very good experience with the team. The class was clear and understandable, and it benefited me in learning all the concepts and gaining valuable knowledge.
I loved the overall training! Trainer is very knowledgeable, had clear understanding of all the topics covered. Loved the way he pays attention to details.
I had a great experience with the team. The training advisor was very supportive, and the trainer explained the concepts clearly and effectively. The program was well-structured and has definitely enhanced my skills in AI. Thank you for a wonderful learning experience.
The class was really good. The instructor gave us confidence and delivered the content in an impactful and easy-to-understand manner.
The program helped me understand several areas I was unfamiliar with. The instructor was exceptionally skilled and confident in delivering content.
The program was well-structured and easy to follow. The instructor’s use of real-life AI examples made it easier to connect with and understand the concepts.
Frequently Asked Questions
What is Web Application Penetration with Caido?
Web Application Penetration with Caido is a practical training course that teaches learners to assess web applications for security weaknesses using Caido, HTTPQL, plugins, and AI-assisted workflows.
What is Caido, and how is it used in web application penetration testing?
Caido is a modern web security testing platform that helps penetration testers intercept, inspect, modify, and replay HTTP traffic while identifying and validating web application vulnerabilities.
Who should enroll in Web Application Penetration with Caido training?
The course is suitable for penetration testers, ethical hackers, security professionals, bug bounty hunters, application security engineers, and cybersecurity learners interested in modern web application testing.
What topics are covered in the Caido Web Application Penetration course?
The course covers web application reconnaissance, HTTP traffic analysis, vulnerability discovery, exploitation, HTTPQL, Caido plugins, OWASP vulnerabilities, advanced attacks, and AI-assisted penetration testing.
Does the course cover OWASP Top 10 vulnerabilities?
Yes. The training covers major OWASP Top 10 vulnerabilities and demonstrates how to identify and test them using practical web application security techniques.
Does the training cover advanced web application vulnerabilities?
Yes. Beyond foundational vulnerabilities, the course introduces advanced web application attack techniques and practical exploitation scenarios.
What advanced vulnerabilities are covered in Caido Penetration training?
The training covers advanced vulnerabilities and attack scenarios involving authentication, authorization, business logic, injection, request manipulation, and other modern web application weaknesses.
Does the course include AI-assisted penetration testing?
Yes. The course introduces AI-assisted approaches to make web application testing more efficient, including the use of AI for analysis, automation, and vulnerability discovery.
How is AI used in web application penetration testing?
AI can assist testers with analysing HTTP traffic, identifying potential vulnerabilities, generating testing ideas, automating repetitive tasks, and interpreting security findings.
Does the course cover MCP integration for AI-assisted penetration testing?
Yes. The course introduces Model Context Protocol (MCP) integration to support AI-assisted workflows and enable AI models to interact with relevant security-testing tools and information.
What Caido features and plugins are covered in the training?
Learners work with key Caido capabilities such as HTTP traffic interception, replay, HTTPQL, workflows, and relevant plugins to streamline web application testing.
Is this course suitable for beginners in web application penetration testing?
The course is primarily designed for learners interested in practical web application security. Basic knowledge of networking, HTTP, web technologies, and cybersecurity is recommended to get the most from the training.
What is the difference between Caido and Burp Suite for web penetration?
Both platforms support web application testing and HTTP traffic analysis. Caido focuses on a modern, streamlined workflow and extensibility, while Burp Suite offers a mature ecosystem with a broad range of established testing capabilities.
What skills will I gain from Web Application Penetration with Caido?
You will develop skills in web application reconnaissance, HTTP traffic analysis, vulnerability identification, exploitation, HTTPQL, Caido plugins, advanced testing techniques, and AI-assisted security testing.
How can Caido improve modern web application penetration testing workflows?
Caido can help testers analyse traffic faster, organise testing activities, automate repetitive tasks, extend functionality through plugins, and integrate modern AI-assisted workflows, making penetration testing more efficient.
