One thing that I can't recommend enough is the training from Offensive 
Security. The reason I like this training/cert is that not only do you learn 
the tools and techniques of how to conduct a pen test, you also need to show it 
in a practical exam.

This also includes the most important element of pen testing…the reporting. You 
could be the most elite kernel hacker but if you can't document findings to a 
variety of people (technical and non techicanl) you've wasted a lot of time.

http://www.offensive-security.com/information-security-training/penetration-testing-with-backtrack/




On Feb 23, 2013, at 12:07 AM, Brian Seel <[email protected]> wrote:

> Note: I am trying to keep this email vague so it is generic for posterity's 
> sake. I am trying to not make the question specific to my situation so others 
> can use your advice.
> 
> =========
> 
> So long time listener (pre Ep 100) who has been doing computer security 
> related things for the last four years or so since college. I would really 
> like to break into the pentesting arena, but I really like my current day job 
> for a variety of reasons (pay definitely not being one of them). 
> 
> Basically, I would really like to do commercial pentesting on a part time 
> basis, where I take a week or two off from my day job every few months and 
> try to gain experience in the commercial realm and get my feet wet with a 
> different way of approaching computer security. Within the next year I would 
> love to leave my day job and do pentesting full time, but I dont feel 
> confident enough just yet. As a bit of background, right now I am doing some 
> Metasploit dev for my employer, but I am not able to do an end to end pentest.
> 
> My question is if you have any advice about the best way to try to get a part 
> time pentesting job. I am not under any illusion that trying to do pentesting 
> part time is not going to be an easy sell. I know that, but I think my unique 
> skill set will make *someone* want to take a flier on me. But, considering 
> that most of you are probably pentesters, or in fields closely related, what 
> would make you want to take someone on in a part time basis. Or is there 
> really no case where you would consider that?
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