Back in the 1970's, I was measuring insulation resistances up to 10^12 by putting the unknown R in series with a 1M 0.01% R and the pair put across an accurate 1000V from a Cohu 324A voltage calibrator. Leakage current created a voltage across the 1M resistor, which was measured with a Wavetek 704 0.01% differential voltage. A lot more accurate than I needed to test insulators but that's what I had to work with.
There's a limit on what one would be willing to spend to work on an old VOM, but an old Fluke differential, even if long out of cal would likely be accurate enough to implement the above test.
BTW, mounting a copper wire in an aluminum block does not create an insulated terminal but instead, a battery.
John KK6IL