In this training course, we will examine the different types of penetration testing engagements and take a deep dive into establishing a repeatable testing methodology for executing quality tests.

Are you looking to make a transition into pentesting but are overwhelmed or just don’t know how to get started? With numerous different types of engagements, operational phases, and a constant flood of new vulnerabilities hitting the industry, the journey into penetration testing can quickly become confusing.

We will look at some tools of the trade to understand what they are doing under the hood, identify what separates a great finding from a good finding in reports, and really zero in on establishing your own methodology!

By the end of the training, you can expect to leave with a firm understanding of how pentests are executed and a newfound comfortability performing penetration tests. We will also provide numerous resources and tools that will help you pave your way into a pentesting career!

Wild West Hackin’ Fest – Deadwood (Oct 7th – Oct 8th, 2025) – Deadwood, SD

October 7th – 8:30 AM to 5:00 PM MDT
October 8th – 8:30 AM to 5:00 PM MDT

Key Takeaways

Deep dive into different pentesting engagement types
A solid methodology for executing pentests
An introduction to numerous pentesting tools and resources
Hands-on practice
Guidance with transitioning into a pentesting career

Who Should Take This Course

People wanting to get started in pentesting
Anyone with an inquisitive thought process
Companies hiring pentest firms or executing in-house pentests
People comfortable with information technology
Software developers, System admins, Database admins, Network engineers
Helpdesk and IT support

Audience Skill Level

This course was prepared with everyone in mind, but students who have a basic understanding of information technology, applications, or computer networks will likely feel comfortable with the content.

What Students Will Be Provided With

Course slides
Virtual machine with pre-installed tools
Resources and tools with instructions

System Requirements

A system with a browser and solid internet connection

This class is being taught at Wild West Hackin’ Fest – Deadwood 2025.

For more information about our conferences, visit Wild West Hackin’ Fest!

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On Demand Training

Train at your own pace with no set course schedule
Access to all course resources, including slides and VMs
Subject Matter Expert support through Discord
Tips, tools, and techniques that can be applied immediately upon returning to work
Strengthen your skills by solving challenges within the Antisyphon Cyber Range
Become part of a community driven to educate and share knowledge