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Cooper, thanks for the reply. If I have understood correctly then you are saying not to necessarily Learn Kali? My Linux experience is very limited, and from the research I have done it suggests to learn Linux because a lot of the hacking will be done from this O.S. I'm going to install the O.S to get familiar, but could you recommend any other courses/learning for Linux that would complement becoming a Pen tester. In terms of not using GUI's with the exception of Metasploit are you referring to learning the commands at a scripting level, is this what you mean? My research seems to suggest Python as a good starting out language for Pen testers would you agree? Thanks very much for the links.

Hi All, This is my first post on this forum and was hoping to get some advice around becoming a pen tester. My background A+, Network +, CCNA, CCNA Security, CCNP Security IT professional for over 10 years. 6 years in support roles (Helpdesk, desktop, Server) 3 years network and network security 1 year in Security management role. I'm interested in moving my skills towards penetration testing as I really enjoy the technical side of things. I have done some of my initial research and this is the way I would like to proceed and I'm hoping this would give me the base skills to move into pen testing. My weakness are Linux and programming which I have had hardly any exposure to at all. The research I have done suggests to learn python or another programming language and Kali Linux. stage 1 Currently reading Hacking exposed Currently Studying Linux Kali course from Udemy Currently studying python course from udemy Looking at setting up a lab for practice (most likely to include a new laptop or desktop with Linux on it to get familiar with the O.S) Practice! Practice! Practice! Download hacking tool sets metasploit, back track, nmap etc etc Possibly study and pass certified ethical hacker ( I have heard that this course is only good for a high level) stage 2 Study for Crest or OCSP (Most likely crest) Apply for Pen testing Jobs Can anyone make any other recommendations in my pursuit to become a pen tester?