Trainer Name: Prashant Mahajan

Title: Advanced Infrastructure Security Assessment

Duration: 3 Days

Dates: Sept. 20, 2023 To Sept. 22, 2023

Training Objectives

Security systems are evolving and becoming more complex, and so are hacking techniques. Every successful compromise of the network infrastructure has to evade multiple layers of security in a perfect sequence. Imagine yourself in an environment with diverse operating systems, servers, and applications with legacy as well as in-house developed products and security solutions such as firewalls, AV, etc. How do you plan to go ahead and pwn them all?

Learn to exploit and compromise targets where Metasploit will not work by default. Look inside the exploit code, and tweak them to make it work against your targets. Perform a wide array of tricks to discover, enumerate, and pwn services, systems, and domain controllers. Move around in an enterprise network with Active Directory. Analyse and exploit enterprise software components.

NOTE: This is an advanced training program. The participants are expected to be familiar with network services vulnerability assessment and penetration testing, including basic ideas about vulnerabilities and their exploitation techniques.

Training level: Advanced

Training Outlines


  • Exploiting network service to gain a foothold
    • Discover network services
    • Try exploitation with public tools
    • Customize public exploit to gain access
  • Pivoting Lab
    • Pivoting using Meterpreter and SOCKS Tunnel
    • Proxychains, Sliver, Chisel
    • Discovering and exploiting internal network
  • Hacking the Evil Corp
    • Discover apps and services
    • Exploit configuration weaknesses for information gathering
    • AV Evasion


  • Windows Domain Exploitation
    • Network discovery and gaining entry to the domain
    • Credential extraction from memory
    • Active Directory enumeration
    • Kerberos attacks
      • Pass the Ticket
      • Kerberoasting
  • Domain privilege escalation
  • Lateral Movement
    • PsExec / PSSession with Hash / Ticket (PtH / PtT)
    • Golden Tickets
    • DCSync


  • More Lateral Movement
    • ACL Abuse
    • Delegation
      • Unconstrained
      • Constrained
      • Resource Based Constrained Delegation
  • Enterprise services exploitation
    • Symantec BackupExec
    • Symantec Messaging
    • Gateway Microsoft Exchange

What to Bring?

  • A laptop with administrator privileges
  • Minimum 50 GB of free hard disk space
  • Minimum 4 GB RAM for virtual machines
  • A laptop should have ethernet and wifi capability (Adapters for Ethernet Connectivity).
  • VM Player or VMWare Workstation installed
  • Administrative rights on the laptop to disable AV.
  • GitHub ID

Training Prerequisite

  • Experience with vulnerability assessment and penetration testing
  • Familiarity with web application security vulnerabilities
  • Basic knowledge of TCP / IP network protocol
  • Familiarity with virtualization tools like VMware / VirtualBox

Who Should Attend

  • Penetration Tester
  • Security Analyst
  • Security Engineer

What to Expect?

  • Exposure to infrastructure penetration testing tools and techniques
  • Exploiting enterprise network
  • Live real-life scenarios
  • Multi vector attacks
  • Exploiting configuration vulnerabilities

What attendees will get

There will be a lab manual provided at the end of the course, which can be used as a cheat sheet in real-life engagements.

What not to expect?

The labs used during the course are not provided/accessible after the training.

About the Trainer

Prashant Mahajan is a Director at Payatu Australia Pty Ltd ( He has over a decade of experience with various aspects of Information Security including penetration testing, vulnerability analysis, digital forensics, and incident response.

He is also a developer of open-source tools such as ADRecon ( and AzureADRecon (, a founder member of Null - The Open Security Community ( and a frequent speaker at industry events and training.