10.2 : 1 compression 360 at sea level. Options?

If you are doing this the way I think you are, the numbers will be low due to the closed throttle and high vacuum.... I would expect very incomplete cylinder filling results at actual running speeds versus cranking speeds, plus not-so-great cylinder clearing due to the mixture not being burned and the internal pressures being low on the exhaust stroke. So the absolute numbers in this test are pretty much meaningless compared to what we normally use (cranking pressures, taken at a very low engine RPM); the comparative numbers between cylinders are what the OP is after in this test.

I suspect you are correct on the lifters. It's nice that a real measurement verified your work to get the cylinders to even compression.
Exactly, just for a comparison between cylinders showing 155 hot cranking and 175 hot cranking. Running they all show 130, and cold cranking they all showed 180s. I wish I knew why the front lifters were bleeding down. The engine is highest at the front of the car. But I guess it doesn't matter if everything works fine with running pressure.

The low PSI running is interesting, but I think it's got a lot to due to running vacuum. There wasn't any liquid gas in/on the tester.

Another interesting note- cold/ hot cranking with and without the throttle open had very little effect (5psi), but I guess you also don't see much vacuum just using the starter.

Eventually I'll pull the passenger side head (easy) and get to 10:1 across the board. For now I have to play to cylinder 2 (gotta love uneven decks). 10.29:1 static, and 8.11:1 dynamic compression ratio. I'll just fill her up with 93, add a little booster or race gas and dial back the timing to 31/32 initially and slowly work my way back up to an ideal tune. Want to play conservative with current exhaust (comes out the side) as I'm afraid I won't hear the pinging.

Winter plan- Cold air intake/ hood scoop and better fan and maybe pulling the head, which all together should allow me to run safely on 93, but we'll see!