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The Business of Penetration Testing

Learn about essential penetration testing methodologies, frameworks, and tools to enhance your cybersecurity skills and help secure systems. This guide covers preparation, engagement, post-engagement activities, and more. Improve your expertise to become a successful ethical hacker.

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The Business of Penetration Testing

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  1. Jacolon Walker The Business of Penetration Testing

  2. Agenda • Introduction about me • Penetration testing Methodology • Pentesting Frameworks • Customizing your tool set • Engagement Prep • Post Engagement • Wrapping it all up

  3. The about me stuff • 6 years in InfoSec • My talk not sponsored by employers • Write code, exploits, reverse malware for fun and sometimes profit • Have Certs • Placed 2nd in Sans Netwars • Disclaimer on ideology

  4. Ethical Pentesting Methodology? • No such thing if you want to be successful • You need to think like a hacker • Pentesting methodologies cover all grounds and help win assessments • Attention to details and organization skills • Push the envelope but do not cross the line

  5. Penetration Methodology • 5 step process • Reconnaissance • Scanning & Enumeration • Gaining Access • Maintaining Access • Covering Tracks

  6. Reconnaissance

  7. Penetration Methodology Cont. • Reconnaissance • Gathering information passively • Not actively scanning or exploiting anything • Harvesting information • Bing, google, yahoo, yandex • Way back machine (archive) • Social media etc

  8. Penetration Methodology Cont. • Scanning & Enumeration • Target discovery • Enumerating • Vulnerability mapping

  9. DEMO • Maltego • Recon-ng • Theharvester • Nmap

  10. OSINT ALL THE DATA

  11. Penetration Methodology Cont. • Gaining Access • Mapped vulns • Important to penetrate gaining user and escalating privs • Try multiple vectors. This is actually a decently easy part • Web application, wifi, social engineer. • Use your research

  12. Penetration Methodology Cont. • Maintaining Access • Keeping account access • Privilege escalation • Pivoting to own all • ET phone home

  13. DEMO • Metasploit • Post scripts

  14. Broken? No luck?

  15. Penetration Methodology Cont. • Covering Tracks • Removing tools • Backdoors, ET phone homes • Clearing logs • Windows security, application and system logs • Linux /var/log/* • Remove audit logs carefully!!!!!

  16. Penetration Frameworks • vulnerabilityassessment.co.uk • pentest-standard.org • Open Source Security Testing Methodology Manual (OSSTMM) • Information Systems Security Assessment Framework (ISSAF) • Open Web Application Security Project (OWASP) Top Ten • Web Application Security Consortium Threat Classification (WASC-TC)

  17. Customizing your toolset • Kali Linux – The new backtrack • Use your methodology to help build this • Recon, Scanning, Exploitation, Post exploitation • Become familiar with those tools • Change it up to add more to your collection

  18. My toolset • A few things in my tool set • Recon-ng / Theharvester • Burpsuite • Nmap / p0f / ncat • Nessus / CoreImpact / Acunetix / Saint • Arachni / Vega / Metasploit / Websecurify • Python Python Python • Keepnote / Lair / etherpad / (armitage *testing*)

  19. Toolset Demo • Demonstrating some of the tools I use

  20. Finally the assessment is over? No http://nooooooooooooooo.com

  21. Pre-engagement Prep • You are selling a Service so.... • Sell something • Tools customization • Knowing what offers and market rates are • Is this assessment for you? • Fixed pricing or hourly • What does the client want? • Can you provide what they want?

  22. Engagement Sold!!! • Scope of work • Understand what the client wants • Black, gray, white box testing or red teaming • How long assessment will take • What to expect from the assessment • Client contacts from project manager to network admins incase of emergencies • Use methodologies that you have created • Remember to log everything • Secure communication with clients

  23. Post Engagement • Report writing • Any issues occur? Could they have been prevented? Can it be fixed? • Did you get what you wanted from the engagement? Profit? • Any new tools added or methodologies? • Possible new techniques? • Was the customer satisfied?

  24. Report Writing • It is the last thing the customer sees. Make it the best thing they see • Customers are paying for quality • Different reports for various teams • Executive Summary • Detailed Summary • I could write a whole presentation about this but I will not

  25. Wrapping it all up • Pentesting has numerous components • Its not always about hacking its about research and business • Making sure you are NICHE at what you do. Know your target and field • Always improve your methods while helping your client improve their infrastructure • “Dont learn to hack, Hack to learn”

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