No Left channel with Speedball upgrade

For clarification, do you have both LED's on the 9 pin socket glowing? Do they both glow with roughly the same intensity? 
 
I'm still quite confident that you have a soldering issue, as the first voltages that you posted showed a working PC board, and the high voltage followed that side of the PC board when you swapped it around.  You might consider getting a hold of replacement parts to obtain a new small board for the front to give it another shot, but before you do, try reheating the board joints one more time.

When you reheat a transistor joint, wait till the entire solder pad melts, then count to 3 to let it flow well. 

 
I gave it one more try and gave the transistors a good heating the way you said to do, but still have the same issue. I think i'll just order a new small board kit and start over.
 
Okay, so after getting my new small board with all new parts, everything is working great now. I'm not sure what happened with the first one, maybe I somehow melted the inside of the board, but at least that was what the problem was.

The only thing I have that's annoying right now is the noise i'm getting from my computer when I go past 1/3 of the volume on the crack.
 
Yeah, computers are notoriously noisy.  If you have a toslink output on your computer, using that to connect to an inexpensive DAC will wipe the noise out.  Also, a USB DAC with its own power brick will generally also work. 

 
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