Cruise Seems Lean

We bad for stepping on the OP's topic, but it all goes hand to hand.
I may be way off here, but I find it a delicate balance between all in timing, convertor slippage, gearing/tire size vs cruising speed.
I have tried to get the all in timing just below the stall speed and the cruising speed determined by gearing/tire size that it happens at a point where the engine is happy while a around 70 mph.
I also run a vacuum advance just to complicate things.
I am at a point now where everything is working well together and the car performs well so I have decided to muck things up as I am having and overdrive tranny built for next winters project.
Sometime I am my own worst enemy. LOL

Being the OP, I am very interested in all parts of this discussion. Gearing, cruise speed/rpm and outside temp/engine temp is what changed from a very nicely working combination. In my attempt to make the trip easier on the car and me, I did the gear change. Then it also got very hot out. Literally was high of 50 degrees a week prior to 105 degrees this past weekend of the cruise. It is hard to tune for that change and never cruising a distance like before, there were unknowns. Timing could definitely be a factor as cruise used to be 3000. I am open to all discussion in regards to possible issues. I am learning. Lets go down the rabbit hole.......Thank you everyone.