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How to get past theoretical knowledge? (infosec.pub)

submitted 11 months ago by adzsx@infosec.pub to c/cybersecurity@infosec.pub

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I am currently trying to learn cyber security, specifically pentesting. I also do blue team things now and then, but not too often. I've started about 2 years ago with programming in python, later golang. I feel like I am decent in both. However when it comes to pentesting and security in general. It doesn't feel like I'm doing progress whatsoever. I know about theoretical Linux, networking, programming and that stuff, but when it comes to the hands on tasks, I fail miserably. I know know how HTTP works, but can't do easy Hack the Box CTFs without a complete writeup (not just little hints). I solved a few CTFs on different platforms with the help of writeups because I thought I just lacked the creative thinking part, but I don't see any progress. And when I feel like doing CTFs, I quickly loose motivation because I don't get anything done. Can anyone relate? How can I overcome this?

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[–] vpz@infosec.pub 2 points 11 months ago

IMO penetration testing is a skill that is built upon knowledge of the fundamentals in a pretty long list of topics. System admin using the command line only for Linux and Windows, network administration like switches, routers and firewalls, web applications, databases, and programming. Again, the fundamentals. No need to be an expert. Knowing command line is key because usually you won’t have GUI access to targets.

So what I tell folks is to look at where they have gaps and do some introduction courses on those topics.

For example if databases are a weak area learn the basics on some SQL and no-SQL databases. That will help lay a foundation for later learning database attacks like SQL Injection.

Same applies to many penetration testing concepts. One needs to understand the underlying fundamentals that support the attack to really get it.

Then it’s a matter of building skill in identifying weaknesses and matching those up with a technique that can exploit the weakness. That is a continuous learning process because tech never sits still. It’s perfect for the perpetual student type.