Forgot to provide my conclusion here, not sure if it'll help. But in my diagnosis I skipped an important step, and immediately concluded I had an electrical box issue which wasnt the case. I ohmed out my stator lighting coil and it checked out fine, even after wiggling/bending the wires the entire length. So, naturally I thought my voltage regulator was bad. So I ordered a new one, charged my battery and went to test. I was still getting strange voltage readings every once in a while but not as bad. At this point i was like screw it, and just figured I would see if the battery died again, and if so replace the battery. On the day I went to test, I came in, made a fuel screw adjustment and went to go back out and got no start/solenoid clicking battery was fully charged and only did about 20 minutes of riding. To say the least I was frustrated, because I was not sure what was causing it, and I figured my next move was to replace the battery.
I get home and do a bit more diag. and conclude its the battery, but then I bump the ground cable and the ski starts to turn over again. AHA!! perhaps a ground issue. I trace my ground wire back to the starter and find the starter bolts backed out slightly and the ground cable loose. Tightened them up and the ski starts and turns over like a champ.
I've read it a thousand times on here to check ground/cables first, I guess this time I learned the hard way the vets on here don't recommend this for nothing.