Day 1: Introduction to Bug Bounty Hunting

Overview
Introduction to bug bounty hunting
Understanding the bug bounty ecosystem
Tools of the trade
Activities
Explanation of common terminologies (e.g., vulnerabilities, CVE, CWE)
Setting up the environment (installing necessary tools like Burp Suite, OWASP ZAP)
Understanding the scope and rules of engagement
Study Materials
"Web Hacking 101" by Peter Yaworski
OWASP Top 10 Documentation
Labs
Web Security Academy: Introductory Labs
Hack The Box: Starting Point

Day 2: Information Gathering and Reconnaissance

Overview
Importance of reconnaissance
Techniques for information gathering
Activities
Passive reconnaissance: using Google Dorking, WHOIS lookup
Active reconnaissance: using tools like Nmap, Nikto, and Shodan
Identifying subdomains using tools like Sublist3r, Amass
Study Materials
"The Web Application Hacker's Handbook" by Dafydd Stuttard and Marcus Pinto (Chapter on Reconnaissance)
Labs
TryHackMe: Introduction to Reconnaissance
Practical exercises on finding subdomains and open ports
Live Hunting
Perform detailed reconnaissance on a chosen target
Identify subdomains, open ports, and services
Document findings and report on the day's progress

Day 3: Vulnerability Discovery and Exploitation (Part 1)

Overview
Discovering common web vulnerabilities
Exploitation techniques
Activities
Low fruit hanging Vulnerabilities
Cross-Site Scripting (XSS): types of XSS, finding, and exploiting them
CSRF: and CORS understanding and exploiting CSRF and CORS vulnerabilities
Study Materials
OWASP Testing Guide: SQL Injection and XSS
PortSwigger's Web Security Academy: SQLi and XSS sections
Labs
Web Security Academy: SQL Injection Labs
XSS Game by Google
Live Hunting
Test for Injection and XSS on the chosen target
Attempt to find and exploit CSRF vulnerabilities
Document findings and report on the day's progress

Day 4: Vulnerability Discovery and Exploitation (Part 2)

Overview
Advanced vulnerability discovery
Exploiting complex vulnerabilities
Activities
SSRF
Insecure Direct Object References (IDOR)
Response Manipulation
Study Materials
OWASP Testing Guide: SSRF, IDOR, and Response Manipulation
Bugcrowd University: Advanced Web Hacking
Labs
Hack The Box: Intermediate Labs
Web Security Academy: RCE and IDOR Labs
Live Hunting
Test for IDOR on the chosen target
Identify and exploit vulnerabilities
Document findings and report on the day's progress

Day 5: Reporting and Live Exploits

Overview
Writing effective bug reports
Ethics and responsible disclosure
Live exploit session
Activities
Structuring a bug report: proof of concept (PoC), impact analysis, remediation steps
Understanding the responsible disclosure process
Live exploit demonstration: putting it all together in a real-world scenario
Study Materials
Bugcrowd's Vulnerability Rating Taxonomy (VRT)
"Real-World Bug Hunting" by Peter Yaworski
Labs
Practical exercise: writing a sample bug report
Live exploit on a deliberately vulnerable application (e.g., DVWA)

By the end of this 5-day journey, participants will have gained a solid understanding of both basic and intermediate aspects of bug bounty hunting, equipped with practical skills, resources, and real-world experience through daily live hunting sessions.