Update: Uh I'm abit closer. I can make some noise that is recognized when I tap my mic and bump it around it records that. But it's still not picking up my voice in skype. Does that mean the sound is set too low? I think I have everything boosted/maxed out on my audio settings..
---------- Post added at 06:18 PM ---------- Previous post was at 06:06 PM ----------
Problem solved!
But it was purely my own stupidity:
Problem exists between keyboard and chair...
Turns out on my headset there is a physical mute toggle on it. No kidding. Turns out when I unmute it...I get sound again.
Thanks for the help nonetheless.