After months and months of random upgrades/replacements chasing a drivers side wheel wobble issue, I’ve finally conquered the issue.
After going back to a stock pitman arm, my wobble continued, so as a last ditch effort to solve the issue, I found a fellow TJ owner with the same size wheels/tires as my jeep. He let me put one of his wheels on my TJ to see if maybe his alloy wheels helped. I put his wheel on, and there was no wobble! I put mine back on, right back to wobbling. With that info in-hand, I purchased a new set of alloy wheels and had them installed today. The wobble is gone.
Im not sure if my steel wheels were bad, or if the extra weight was just exacerbating some deeper issue, but regardless, my wobble is gone. I still find it odd that my wobble was only one the drivers side front, and that all 4 of my wheels did the exact same thing when they were rotated to that location. Lesson learned on going the cheap route.
Hope this info helps someone in the future! Thanks for all of the replies and info along the way.