Update: Bottom line, the problem still exists. We checked the timing and did think it was off a little so we adjusted that. Fired it up and first check had the same result. (-150 Left and -40 Right) We shut it down, discussed a few things and decided to try again. This time it was perfect, about a -35 mag drop on each side, or what it always did in the past. Took it up and all seemed good. In flight mag checks were equal and uneventful. Landed and did a check before shut down and got a -65 on the left. Went back a day later and got the same (-150 Left and -40 Right). Borrowed a different timing box, bumped them slightly and felt they were perfect, same result and this time the inflight test was bad on the left, like it was a week ago. Swapped bottom and top plugs thinking the issue might move to the other mag. It did not. Same result, but what is interesting is I did the second start up 30 seconds after shutting down as before, and got perfect mag drops again. This got me thinking heat and resistance was an issue.
Pulled all the plugs and did a resistance test, twice, and got these readings. Seems that 5B is reading low and 3B is high but all the rest are really close. I found this online. "Champion Spark Plug Company’s Engineering Manual gives the nominal value for their resistor type of aviation spark plugs as 1000 - 1500 ohms" Anyone have real world experience on what is good and bad readings for a Champion plug?