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Penetration Testing is stupid

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Brett Hardin @miscsecurity

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pentesters

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Why Who Where When What PENETRATION TESTING Why Who Where When What

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Why Who Where When What PENETRATION TESTING What

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Audience Participation Educated Guess?

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A live test of the effectiveness of security defenses through mimicking the actions of real-life attackers. ISACA

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test security defenses

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mimicking real-life attackers

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MIMIC THE REAL

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Gunter Ollmann of Damballa on Real Attacks

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Submit CV 2000

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USB Keys 2005 2000

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Buy the machine 2009+ 2005 2000

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Penetration tests are unique

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Penetration testers are friendly

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Penetration tests don’t simulate attacks

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Why Who Where When What PENETRATION TESTING Who

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The Average Penetration tester

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performed by

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Jack Nicholson

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I’M A PROFESSIONAL TRUST ME.

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I’LL TRY ‘PASSWORD’

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I’LL TRY ‘PA55WORD’

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LET ME IN. PLEASE.

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YOU WILL LET ME IN.

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WE’RE FRIENDS

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WHY CAN’T I GET IN?

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LOOK, A WAY IN.

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THEY WERE SO DUMB

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I’M GONNA REDRUM HIM

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pentesters

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The average penetration tester

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The average are common

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The average are necessary

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The average are cheap

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The average are simple to copy

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The average follow methodologies

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The best penetration testers

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The best are rare

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The best invent new attacks

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The best are expensive

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The best are overkill

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The best mimic the real

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The average mimic tools

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MIMIC THE REAL

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MIMIC THE REAL

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Why Who Where When What PENETRATION TESTING When

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ATTACKS happen when you’re asleep

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ATTACKS happen when you’re on vacation

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ATTACKS happen when you have no budget

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ATTACKS happen when during business hours

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ATTACKS happen when you are not ready

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ATTACKS happen when you are ready PENTESTS

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Date&Time&Resources

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Attackers aren’t limited by resources

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MIMIC THE REAL

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MIMIC THE REAL

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Why Who Where When What PENETRATION TESTING Where

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Rules of Engagement

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Internet

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Web Application only

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On-site

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Dialup

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The Wi-fi’s

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‘puters

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News Flash

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Attackers don’t care

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Limits

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Attackers aren’t limited by resources previously learned

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Attackers aren’t limited by resources Revision

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Attackers aren’t limited

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Phone

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MIMIC THE REAL

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Why Who Where When What PENETRATION TESTING Why

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Penetration testing isn’t important

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Penetration testing isn’t important to most organizations

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Penetration testing doesn’t secure you

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Penetration testing tests defenses

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required We’ve Convinced Everyone* it’s

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TANGENT ALERT

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Penetration Testers love to diss vendors

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Penetration Testers are vendors

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BACK TO YOUR REGULARLY SCHEDULED PROGRAM

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Penetration testing proves two things

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Penetration testing proves vulnerability One

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Penetration testing proves vulnerability adjective One

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Penetration testing identifies a few* risky issues Two

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Penetration testing identifies a few* risky issues * Actual Results may vary Two

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known and unknown

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new exploits aren’t needed

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known exploits work

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low-hanging fruit

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expensive & rare New Exploits

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MIMIC THE REAL

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When pen testing isn’t stupid

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No more defensive ideas

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No more low-hanging fruit

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Management wants to assess security controls

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check&balance

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Why Who Where When What < Attackers are unique

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Why Who Where When What < Different attack methods

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Why Who Where When What < Unlimited by time

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Why Who Where When What No Rules of Engagement <

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Why Who Where When What < Doesn’t protect you

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Penetration Tests don’t mimic real attacks summary

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Penetration Tests don’t secure you summary

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Penetration Tests test your defenses summary

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Thanks.

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Brett Hardin http://bretthard.in