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Adaptive Penetration Testing

Coalfire Labs | August 4-5 & August 6-7


Practice and real world application is critical to learning how to effectively conduct penetration tests. Adaptive Penetration Testing is an immersive course that will provide practical experience and a solid framework for conducting in-depth security assessments. The majority of this course is spent in a fully operational lab environment, overcoming the real-world obstacles faced in today's enterprise networks. We will cover tactics, techniques and procedures (TTPs) successful penetration testers use to provide comprehensive and efficient security assessments in a variety of enterprise environments. Methods presented are based on TTPs constantly being refined by our penetration testers' operational experience.

Utilizing the right tool for the job is often the difference maker for an effective penetration test. We will walk you through various commercial and open-source tools for identifying attack vectors and infiltrating enterprise environments. We will cover both network and web testing tools and frameworks. These tools will enable you to collaboratively conduct penetration tests efficiently and effectively against variable target environments. You will also overcome obstacles, practice modern attack techniques and learn how to use advanced tactics to force-multiply your penetration tests. Our courses are updated yearly with current operational methodologies, techniques and toolsets.

The following topics will be covered in this course:

Day 1:
  • Effective Assessment Management
  • Network Footprinting
  • Network Enumeration
  • Vulnerability Identification
  • Gaining Access Through Network Exploitation
  • Password Cracking

Day 2:
  • Network Attacks
  • Gaining Situational Internal Awareness
  • Escalation of Access
  • Internal Lateral Movement
  • Impact Demonstration

Who Should Take this Course

Participants with a working familiarity with Kali or Debian Linux as well as the Windows and Linux command line, who are interested in learning core tradecraft.

Student Requirements

To get the most from this course, participants should have at least one to two years of technical information security experience and be familiar with common administrative tools in Windows and Linux.

What Students Should Bring

Students will be provided with a custom version of the latest Kali Linux image to perform exercises. They will need their own laptop (with administrative access), with a wired network adapter, 8GB of RAM and the ability to run a virtual machine (VMWare Player, Workstation, Fusion) and an insatiable appetite for learning.

What Students Will Be Provided With

A custom version of the latest Kali Linux image


Dan McInerney is a senior penetration tester with Coalfire who has performed hundreds of tests, often in high security environments. He runs a top 100 Python Github account with dozens of original security tools and has been featured on PaulDotCom's Security Weekly podcast in a technical segment on automating penetration testing tasks with Python. He was also named one of the "35 Awesome InfoSec Influencers You Need to Follow." Dan possesses a love of the cutting edge and is currently researching the use of machine learning for vulnerability hunting.

Michael "Wh1t3Rh1n0" Allen is one of Coalfire's premiere Red Team and adversary simulation specialists. In addition to holding the OSCE, he is one of only a handful of certified Master Level Social Engineers in the world, and was recognized during the MLSE course as a leader in impersonation and intelligence-gathering techniques. Michael's client work has taken him from United States military bases to Fortune 50 companies, as well as technology start-ups, government institutions, and healthcare providers. He is also the creator of Air-Hammer, a tool designed to leverage open source intelligence in attacks against wireless networks.

Marcello Salvati, a penetration tester at Coalfire, specializes in vulnerability weaponization, scripting/software development and internal network penetration testing with a focus on Windows/Active Directory environments. He is a passionate and active member of the InfoSec community who runs one of the top 300 Python github accounts worldwide, has created and contributed to numerous open-source tools including MITMF and CrackMapExec, and has presented on the use of these at security conferences such as Defcon, BlackHat, 44Con, and DerbyCon.