Sql+injection+challenge+5+security+shepherd+new May 2026

Full review — SQL Injection Challenge 5 (Security Shepherd - "new")

Overview

Security Shepherd's SQL Injection Challenge 5 (the "new" variant) is a deliberately vulnerable web application module designed to teach advanced SQL injection techniques and defenses. The challenge typically involves exploiting blind and logical/boolean-based SQL injection, bypassing input filters, chaining multiple injections, and extracting data from multiple tables. This review covers objective goals, attack surface, exploitation steps, payloads, mitigation recommendations, and assessment of difficulty and learning value.

#SecurityShepherd #CTF #SQLi #Hacking

4.5 Automating with Burp Intruder (Example)

1. Send the login request to Intruder.
2. Set payload position in the username field.
3. Use a payload that iterates over character positions:

The Exploit: Write all your SQL keywords in randomized case. sql+injection+challenge+5+security+shepherd+new

Example:

' OR (SELECT SUBSTRING(email,1,1) FROM users WHERE username='ceo_shepherd') = 'a' -- Full review — SQL Injection Challenge 5 (Security

To solve Challenge 5, security researchers often employ a Union-Based SQL Injection. Since the standard search result displays coupon information, an attacker can use the UNION SELECT statement to append results from other tables—specifically internal database schema tables—to the visible output. Send the login request to Intruder