Identify and exploit authentication and session management vulnerabilities in web applications. Broken authentication consistently ranks in the OWASP Top 10 and can lead to account takeover, identity theft, and unauthorized access to sensitive systems.
Identify and exploit authentication and session management vulnerabilities in web applications. Broken authentication consistently ranks in the OWASP Top 10 and can lead to account takeover, identity theft, and unauthorized access to sensitive systems. This skill covers testing methodologies for password policies, session handling, multi-factor authentication, and credential management.
Understand the application's authentication architecture:
# Identify authentication type
- Password-based (forms, basic auth, digest)
- Token-based (JWT, OAuth, API keys)
- Certificate-based (mutual TLS)
- Multi-factor (SMS, TOTP, hardware tokens)
# Map authentication endpoints
/login, /signin, /authenticate
/register, /signup
/forgot-password, /reset-password
/logout, /signout
/api/auth/*, /oauth/*
Capture and analyze authentication requests:
POST /login HTTP/1.1
Host: target.com
Content-Type: application/x-www-form-urlencoded
username=test&password=test123
Evaluate password requirements and enforcement:
# Test minimum length (a, ab, abcdefgh)
# Test complexity (password, password1, Password1!)
# Test common weak passwords (123456, password, qwerty, admin)
# Test username as password (admin/admin, test/test)
Document policy gaps: Minimum length <8, no complexity, common passwords allowed, username as password.
Test for username enumeration vulnerabilities:
# Compare responses for valid vs invalid usernames
# Invalid: "Invalid username" vs Valid: "Invalid password"
# Check timing differences, response codes, registration messages
"Email sent if account exists" (secure) "No account with that email" (leaks info)
{"error": "user_not_found"} {"error": "invalid_password"}
### Phase 4: Brute Force Testing
Test account lockout and rate limiting:
```bash
# Using Hydra for form-based auth
hydra -l admin -P /usr/share/wordlists/rockyou.txt \
target.com http-post-form \
"/login:username=^USER^&password=^PASS^:Invalid credentials"
# Using Burp Intruder
1. Capture login request
2. Send to Intruder
3. Set payload positions on password field
4. Load wordlist
5. Start attack
6. Analyze response lengths/codes
Check for protections:
# Account lockout
- After how many attempts?
- Duration of lockout?
- Lockout notification?
# Rate limiting
- Requests per minute limit?
- IP-based or account-based?
- Bypass via headers (X-Forwarded-For)?
# CAPTCHA
- After failed attempts?
- Easily bypassable?
Test with known breached credentials:
# Credential stuffing differs from brute force
# Uses known email:password pairs from breaches
# Using Burp Intruder with Pitchfork attack
1. Set username and password as positions
2. Load email list as payload 1
3. Load password list as payload 2 (matched pairs)
4. Analyze for successful logins
# Detection evasion
- Slow request rate
- Rotate source IPs
- Randomize user agents
- Add delays between attempts
Analyze session token security:
# Capture session cookie
Cookie: SESSIONID=abc123def456
# Test token characteristics
1. Entropy - Is it random enough?
2. Length - Sufficient length (128+ bits)?
3. Predictability - Sequential patterns?
4. Secure flags - HttpOnly, Secure, SameSite?
Session token analysis:
#!/usr/bin/env python3
import requests
import hashlib
# Collect multiple session tokens
tokens = []
for i in range(100):
response = requests.get("https://target.com/login")
token = response.cookies.get("SESSIONID")
tokens.append(token)
# Analyze for patterns
# Check for sequential increments
# Calculate entropy
# Look for timestamp components
Test if session is regenerated after authentication:
# Step 1: Get session before login
GET /login HTTP/1.1
Response: Set-Cookie: SESSIONID=abc123
# Step 2: Login with same session
POST /login HTTP/1.1
Cookie: SESSIONID=abc123
username=valid&password=valid
# Step 3: Check if session changed
# VULNERABLE if SESSIONID remains abc123
# SECURE if new session assigned after login
Attack scenario:
# Attacker workflow:
1. Attacker visits site, gets session: SESSIONID=attacker_session
2. Attacker sends link to victim with fixed session:
https://target.com/login?SESSIONID=attacker_session
3. Victim logs in with attacker's session
4. Attacker now has authenticated session
Verify session expiration policies:
# Test idle timeout
1. Login and note session cookie
2. Wait without activity (15, 30, 60 minutes)
3. Attempt to use session
4. Check if session is still valid
# Test absolute timeout
1. Login and continuously use session
2. Check if forced logout after set period (8 hours, 24 hours)
# Test logout functionality
1. Login and note session
2. Click logout
3. Attempt to reuse old session cookie
4. Session should be invalidated server-side
Assess MFA implementation security:
# OTP brute force
- 4-digit OTP = 10,000 combinations
- 6-digit OTP = 1,000,000 combinations
- Test rate limiting on OTP endpoint
# OTP bypass techniques
- Skip MFA step by direct URL access
- Modify response to indicate MFA passed
- Null/empty OTP submission
- Previous valid OTP reuse
# API Version Downgrade Attack (crAPI example)
# If /api/v3/check-otp has rate limiting, try older versions:
POST /api/v2/check-otp
{"otp": "1234"}
# Older API versions may lack security controls
# Using Burp for OTP testing
1. Capture OTP verification request
2. Send to Intruder
3. Set OTP field as payload position
4. Use numbers payload (0000-9999)
5. Check for successful bypass
Test MFA enrollment:
# Forced enrollment
- Can MFA be skipped during setup?
- Can backup codes be accessed without verification?
# Recovery process
- Can MFA be disabled via email alone?
- Social engineering potential?
Analyze password reset security:
# Token security
1. Request password reset
2. Capture reset link
3. Analyze token:
- Length and randomness
- Expiration time
- Single-use enforcement
- Account binding
# Token manipulation