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Extended Web application security in Python

CYDPyWeb4d
4 days
On-site or online
Hands-on
Python
Developer
Instructor-led
Pricing Inquiry Download PDF
labs

31 Labs

case_study

19 Case Studies

Platform

Web

Audience

Python developers working on Web applications

Preparedness

General Python and Web development

Standards and references

OWASP, CWE and Fortify Taxonomy

Group size

12 participants

Outline

  • Cyber security basics
  • The OWASP Top Ten 2025
  • Wrap up

What you will learn

  • Getting familiar with essential cyber security concepts
  • Managing vulnerabilities in third party components
  • Understanding Web application security issues
  • Detailed analysis of the OWASP Top Ten elements
  • Putting Web application security in the context of Python
  • Going beyond the low hanging fruits
  • Understanding how cryptography supports security
  • Learning how to use cryptographic APIs correctly in Python
  • Input validation approaches and principles

Description

Your Web application written in Python works as intended, so you are done, right? But did you consider feeding in incorrect values? 16Gbs of data? A null? An apostrophe? Negative numbers, or specifically -1 or -2^31? Because that’s what the bad guys will do – and the list is far from complete.

Handling security needs a healthy level of paranoia, and this is what this course provides: a strong emotional engagement by lots of hands-on labs and stories from real life, all to substantially improve code hygiene. Mistakes, consequences, and best practices are our blood, sweat and tears.

The curriculum goes through the common Web application security issues following the OWASP Top Ten but goes far beyond it both in coverage and the details.All this is put in the context of Python, and extended by core programming issues, discussing security pitfalls of the programming language.

So that you are prepared for the forces of the dark side.

So that nothing unexpected happens.

Nothing.

They said about us

”

Great and unique platform

Labs are awesome. Good prompting from the Cydrill Sergeant platform.

Employee at a Forecast Unit , August, 2019

Asheville, NC, USA

Table of contents

  • Cyber security basics
  • The OWASP Top Ten 2025
    • A01 – Broken Access Control
      • Access control basics
      • Confused deputy
        • Insecure direct object reference (IDOR)
        • Path traversal
        • Lab – Insecure Direct Object Reference
        • Path traversal best practices
        • Authorization bypass through user-controlled keys
        • Case study – Remote takeover of Nexx garage doors and alarms
        • Lab – Horizontal authorization
      • File upload
        • Unrestricted file upload
        • Good practices
        • Lab – Unrestricted file upload
        • Insecure temporary file
      • Server-side Request Forgery (SSRF)
        • Case study – SSRF in Ivanti Connect Secure
    • A02 – Security Misconfiguration
      • Configuration principles
      • Python configuration best practices
        • Configuring Flask
      • Web security configuration issues
        • Content Security Policy
        • Fetch directives
        • Source allowlisting
        • Strict CSP: using nonces and hashes
        • CSP best practices
      • Cookie security
        • Cookie attributes
      • Secrets management
        • Hard coded passwords
        • Best practices
        • Lab – Hardcoded password
      • XML entities
        • DTD and the entities
        • Entity expansion
        • External Entity Attack (XXE)
          • File inclusion with external entities
          • Server-Side Request Forgery with external entities
          • Lab – External entity attack
          • Preventing XXE
          • Lab – Prohibiting DTD
          • Case study – XXE vulnerability in Ivanti products
    • A03 – Software Supply Chain Failures
      • Using vulnerable components
      • Untrusted functionality import
      • Malicious packages in Python
      • Supply chain security and the Software Bill of Materials (SBOM)
      • SBOM examples
      • Case study – The Polyfill.io supply chain attack
      • Vulnerability management
  • The OWASP Top Ten 2025
    • A04 – Cryptographic Failures
      • Cryptography for developers
        • Cryptography basics
        • Cryptography in Python
        • Elementary algorithms
          • Hashing
            • Hashing basics
            • Common hashing mistakes
            • Hashing in Python
            • Lab – Hashing in Python
          • Random number generation
            • Pseudo random number generators (PRNGs)
            • Cryptographically secure PRNGs
            • Using virtual random streams
            • Weak PRNGs
            • Using random numbers
            • Lab – Using random numbers in Python
            • Case study – Weak randomness in OpenVPN Access Server
        • Confidentiality protection
          • Symmetric encryption
            • Block ciphers
            • Modes of operation
            • Modes of operation and IV – best practices
            • Symmetric encryption in Python
            • Lab – Symmetric encryption in Python
          • Asymmetric encryption
            • The RSA algorithm
              • Using RSA – best practices
              • RSA in Python
              • Case study – RSA attacks: Bleichenbacher, ROBOT, and Marvin
          • Combining symmetric and asymmetric algorithms
          • Key exchange and agreement
            • Key exchange
            • Diffie-Hellman key agreement algorithm
            • Key exchange pitfalls and best practices
    • A05 – Injection
      • Input validation
        • Input validation principles
        • Denylists and allowlists
        • Case study – Denylist failure in urllib.parse.urlparse()
        • What to validate – the attack surface
        • Where to validate – defense in depth
        • When to validate – validation vs transformations
        • Output sanitization
        • Encoding challenges
        • Unicode challenges
        • Validation with regex
      • SQL injection
        • SQL injection basics
        • Lab – SQL injection
        • Attack techniques
        • Content-based blind SQL injection
        • Time-based blind SQL injection
        • SQL injection best practices
          • Input validation
          • Parameterized queries
          • Lab – Using prepared statements
          • Database defense in depth
          • Case study – SQL injection against US airport security
  • The OWASP Top Ten 2025
    • A05 – Injection (continued)
      • Code injection
        • Code injection via input()
        • OS command injection
          • Lab – Command injection
          • OS command injection best practices
          • Avoiding command injection with the right APIs
          • Lab – Command injection best practices
          • Case study – Shellshock
          • Lab – Shellshock
          • Case study – Command injection in Ivanti security appliances
      • HTML injection – Cross-site scripting (XSS)
        • Cross-site scripting basics
        • Cross-site scripting types
          • Persistent cross-site scripting
          • Reflected cross-site scripting
          • Client-side (DOM-based) cross-site scripting
        • Lab – Stored XSS
        • Lab – Reflected XSS
        • Case study – XSS to RCE in Teltonika routers
        • XSS protection best practices
          • Protection principles – escaping
          • XSS protection APIs in Python
          • XSS protection in Jinja2
          • Lab – XSS fix / stored
          • Lab – XSS fix / reflected
          • Client-side protection principles
          • Additional protection layers – defense in depth
          • Case study – XSS vulnerabilities in DrayTek Vigor routers
    • A06 – Insecure Design
      • The STRIDE model of threats
      • Secure design principles of Saltzer and Schroeder
        • Economy of mechanism
        • Fail-safe defaults
        • Complete mediation
        • Open design
        • Separation of privilege
        • Least privilege
        • Least common mechanism
        • Psychological acceptability
      • Client-side security
        • Frame sandboxing
          • Cross-Frame Scripting (XFS) attacks
          • Lab – Clickjacking
          • Clickjacking beyond hijacking a click
          • Clickjacking protection best practices
          • Lab – Using CSP to prevent clickjacking
    • A07 – Authentication Failures
      • Authentication
        • Authentication basics
        • Multi-factor authentication (MFA)
        • Case study – The InfinityGauntlet attack
      • Password management
        • Storing account passwords
        • Password in transit
        • Lab – Is just hashing passwords enough?
        • Dictionary attacks and brute forcing
        • Salting
        • Adaptive hash functions for password storage
        • Lab – Using adaptive hash functions in Python
  • The OWASP Top Ten 2025
    • A07 – Authentication Failures (continued)
      • Session handling
        • Session management essentials
        • Why do we protect session IDs – Session hijacking
        • Session fixation
        • Session invalidation
        • Session ID best practices
        • Session handling in Flask
      • Password policy
    • A08 – Software and Data Integrity Failures
      • Integrity protection
        • Message Authentication Code (MAC)
          • Calculating HMAC in Python
          • Lab – Calculating MAC in Python
        • Digital signature
          • Elliptic Curve Cryptography
            • ECC basics
            • Digital signature with ECC
          • Digital signature in Python
            • Lab – Digital signature with ECDSA in Python
      • Public Key Infrastructure (PKI)
        • Key management challenges
        • Certificates
          • Certificates and PKI
          • Chain of trust
      • Subresource integrity
        • Importing JavaScript
        • Lab – Importing JavaScript
        • Case study – The British Airways data breach
      • Insecure deserialization
        • Serialization and deserialization challenges
        • Integrity – deserializing untrusted streams
        • Deserialization with pickle
        • Lab – Deserializing with Pickle
        • Case study – The security of the machine learning supply chain
        • Case study – The first wave of supply chain attacks: RCE via pickle (2022)
        • Case study – Compromising the Hugging Face Hub repository
        • Integrity – deserialization best practices
    • A09 – Logging and Alerting Failures
      • Logging and monitoring principles
      • Insufficient logging
      • Case study – Plaintext passwords at Facebook
      • Logging best practices
      • Monitoring best practices
    • A10 – Mishandling of Exceptional Conditions
      • Error and exception handling principles
      • Error handling
        • Returning a misleading status code
        • Information exposure through error reporting
          • Information leakage via error pages
          • Lab – Flask information leakage
          • Case study – Information leakage via errors in Apache Superset
      • Exception handling
        • In the except block. And now what?
        • Empty except block
        • Lab – Exception handling mess
      • Control flow
        • Incorrect block delimitation
        • Dead code
        • Using if-then-else and switch defensively
    • Web application security beyond the Top Ten
      • X01 – Lack of Application Resilience
        • Denial of service
        • Flooding
        • Resource exhaustion
        • Sustained client engagement
        • Infinite loop
        • Economic Denial of Sustainability (EDoS)
        • Algorithmic complexity issues
          • Regular expression denial of service (ReDoS)
            • Lab – ReDoS
            • Dealing with ReDoS
            • Case study – ReDoS vulnerabilities in Python
  • Wrap up
    • Secure coding principles
      • Principles of robust programming by Matt Bishop
    • And now what?
      • Software security sources and further reading
      • Python resources

Pricing

4 days Session Price

3000 EUR / person

  • Live, instructor led classroom training
  • Discussion and insight into the hacker’s mindset
  • Hands-on practice using case studies based on high-profile hacks and live lab exercises
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