Although I feel like such an idiot, I have resolved the issue with my tranny! Yesterday, I hooked up the MityVac directly to the top of the VCV and pumped it up to 10-15". I disconnected the actuator rod from the side and opened the valve. To my surprise, it bled the vacuum to 0". I was perplexed that when I hooked everything back up and put the MityVac in with a Y connector and saw no bleed. Then I removed the Y connector and looked inside to find a BB. No wonder the VCV wouldn't bleed, it wasn't getting any vacuum to begin with. Now my transmission shifts as smooth as silk! Thanks for everyone's help. I've learned alot from you guys once again. I'll be sure to pay it forward.

__________________
1982 Mercedes Benz 300SD w/ Greasecar Kit
2004 Ford F350 Dually
2004 Honda CBR1000RR
1992 Reynard Formula Continental