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I’m interested in learning system security. I’m thinking of installing Damn Vulnerable Linux on one of my spare machines to test on. Anyone have any recommendations, reads, methods or tutorials?
These days exploiting C/C++ and operating systems is not easy. You are starting with a massive topic. The only more complex security topic would be cryptography. With anything you need to start small and then work your way up. You should start with web application security. You should be learning about the most common vulnerabilities such as XSS and SQL Injection, Google Gruyre is a good resource.
If you are very skilled then you might be able to get though old paper smashing the stack for fun and profit. A good book for learning how to attack modern c/c++ applications is Exploiting Software: How to break code.