I know this is a long shot but any help would be appreciated.
Starting at about 1500 rpm and then stopping at around 2000+ rpm (regardless of gear) I keep hearing this sqeeking sound. Any suggestion on where I should look?
drive shafts? axle u-joints? wheel bearing? its hard to diagnose over the internet.
How would i troubleshoot, just grease the garbage out of everything and see if it stops?
Does it happen only when the vehicle is moving? If not then perhaps its coming from the accessories (alt, ps pump, ac, etc).
Yes, only when moving. I dont really hear in 5th but that could be because going to fast to hear it. Again seems to be when the rpms are around 15000-20000. Once above or below do not hear it.
15-20000 No wonder its squeaking. lol.
Seriously
Check u joints they tend to squeak when they dry out and are about done. Check with wheels off ground and in neutral, check for play.
if its a ujoint it will get louder. try to start by looking at the axleshaft ujoints. any cracks or dust indicate a dried out ujoint. $30 for the part and a couple hours of time and its done. bearings are harder to check without jacking up a tire at a time.
i usually keep driving till it gets bad enough to know what it is… 
like JoKUR22 said, raise each tire and spin it. you can easily put enough of a spin on them to hear it.