Thanks for the info Aaron, and i agree with you. This thing used to shift like butter, but as the miles have come and gone so has the ease of going through the gears. I don't make much more power over stock with my mods but i was sold on the idea of having a heavy duty clutch. I crawled under the truck today and tried to check end play but i honestly don't know what the hell I'm doing in that dept

. Both my local (80 miles apart from each other) diesel mechanics have been super busy the last few months so it's at least a week or so before i could get it in for an attempted diagnosis.
Nobody I've talked to has ever heard anything like this except for the few of us here. I'm honestly content with just driving it the way it is, putting some more miles on it and see what happens. Each day will be a little more feedback I'm sure as to what's going on. Worst case the trans craps the bed and i have to get a new one. I fork it out now while there are no kids to feed and i hopefully get some decent years out of a Standard or Blumenthal rebuild. 150k miles is unacceptable in my opinion for longevity in a $50k truck.
Maybe it's the Dickel talking, but i honestly don't care anymore:-laf. I've spent so much time nitpicking little issues with this truck. For fun i posted an ad on Craigslist, it made me feel a bit better at the time. While i was doing that however, i began to add up all the things I've done to correct the short comings of this Dodge shell. I became ill after the first $10,000, stopped adding after $15k

. I think it's time to take a re-active role with this truck. If something in the bottom end is letting go than i'm sure it'll get worse and i'll be able to pick up on it before it completely goes.
Maybe I'll actually have something to report once something actually breaks. The only thing I have now is just a noise that nobody for sure knows what it is. No sense in losing anymore sleep on what "might" be this or that. I'll post up anything I find from here on out but we'll just have to see what happens. Thank you everybody for all your help, I think it's just a waiting game from here. Thanks again!
