I'm getting my foot in the door of the IT world by getting my A+ and Net+ and now I'm going after Security+ and will probably take a shot at the CEH after that(mostly because it was just one more security class at the local college on top of what I already took).
Thing is, I'm not too sure what aspect of security I should be focusing on. Pen testing
sounds like the more interesting part, though my instructor says that part of InfoSec might be oversaturated because everyone else has that same thought. He suggests auditing is where the money is at, precisely because it's boring work that no one wants to do. An analyst sounds like where my local job market is because of the numerous military bases on Oahu(Camp Smith, Pearl Harbor, Kaneohe MCBH, Tripler Army Medical Center).
Though I did change majors out of Accounting
because it was boring, even if I did well in the classes. I don't think my (likely, but not officially diagnosed) ADD mixes well with boring jobs that don't have adequate stimulation.
In any case, my most relevant experience in IT was interning at my local college's internal IT department as a PC Technician Tier 1/2. It was more hands-on technical work that was separate from the Help Desk. The work was very much varied where I did anything from physically install network cables to desktops to projectors. I setup new computers, installed a set list of programs, harden the system by changing default configurations on the computer and the browsers, updating the OS, and updating the software. Also took apart desktops to pull the drives and RAM, took apart laptops, and also took apart an iMac which was a rare treat.
The
most fun I had was when someone gives you a computer that's acting strange, but you don't know what's wrong with it. I noted that fellow coworkers seemed to be uncomfortable working outside of set normal procedures. Say when a Windows 8.1 tablet was stuck at "Checking for Updates" forever and didn't update after leaving it to run overnight. If deleting the SystemDistribution folder didn't resolve the issue, he would try to let it update again for the next few hours. I opted to ask Google what the issue was and try to manually install the July rollover patch, which fixed the problem. Or when the guy who's been working there over a year tells me he doesn't want to try to tweak a particular registry entry that's causing File Explorer to pop up in your face at start up even when you back up the registry, and the boss just told you to fix that issue.

I didn't much enjoy the manual labor, waiting for updates, or (heaven forbid) running out of work to do, asking the boss for more, and not getting any.

Among the various parts of IT I was exposed to while getting my Associate's, I believe I have the greatest aptitude for programming(wrote a Sudoku generator using 3D arrays in my first programming class), although I didn't major in Computer Science(I neglected to do adequate research before signing up for the first class and I can't afford to go back right now). But not that good in networking and database.
Not that great with manual labor or social skills, so I don't think I'd be well suited to physical penetration testing or social engineering.