Gaining initial access Course

This course demonstrates how Python can be used to automate a password-guessing attack to gain initial access to a target environment.

49 minutes

Course description

In this course, you'll explore the process of gaining initial access to an environment. This includes generating password variations with Python, generating "three random words" and automating brute-force attacks. In addition, you'll explore credential-stuffing attacks.


Automating brute-force attacks with Python

Video - 00:12:00

This video shows how to automate credential-stuffing attacks with Python against a few different services.
Generating "three random words" with Python

Video - 00:10:00

This video demonstrates how Python can be used to generate passphrases based on three random words.
Generating password variations with Python

Video - 00:14:00

This video discusses how Python can be used to implement password munging.
Introduction to initial access

Video - 00:13:00

This video introduces initial access and maps out the attack chain for a credential-stuffing attack.

Meet the author

Howard Poston

Howard Poston is a copywriter, author, and course developer with experience in cybersecurity and blockchain security, cryptography, and malware analysis. He has an MS in Cyber Operations, a decade of experience in cybersecurity, and over five years of experience as a freelance consultant providing training and content creation for cyber and blockchain security. He is also the creator of over a dozen cybersecurity courses, has authored two books, and has spoken at numerous cybersecurity conferences. He can be reached by email at or via his website at

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