This might seem like a silly question and dont take offense, but do you know what's the life of a Pentester?  Do you want to make a living as a full time pentester?  Many pentester travel as much as 30 times a year or more.  If you are married it can become a problem for some.  You are living out of hotel rooms and under a lot of pressure to get results. Some people cant handle the stress. If you certify a network as secure and it gets hacked a day later because you missed a simple vulnerability, well your reputation just went down big time.  You might show up to do an inside audit and all the admin see you as their enemy because they are worried you are going to make them look bad.  Also you better be into paper work, lots of paper work. Those are the negative. The positives are extremely rewarding if you are the kind of person that likes to solve puzzles and riddles. Its never boring and each situation is a new adventure.  Each person has to decide if the positives out way the negatives. 

Any way, my very first advice to someone is to research what  being a pentester involve. What is his lifestyle. If you feel comfortable with what you find, then move forward. But really get a handle on that first and I cant stress that enough.

Thanks for the advice guys, you have summed it up very well and gave me food for thought.

 I know there will be a lot of hours, traveling, and I would need to like doing lots of documentation work and have a pay attention to detail kind of skill.  I will do more research on what involves being a pentester, their lifestyle and risks at their reputation etc. But from what I know so far it is something that I would like to pursue.

I always think that you should try something first and experience it for yourself and then you can decide if it is for you or not.

I think like what What90 said if I do it for 2 years I would gain solid experience and proven work in security.  Then I could go into computer forensics which is another area I would like to specialize in.

Thanks again for great the adivce.

On a another note what do you guys consider to be an appealing job in the areas of IT security?