I got an oil temperature indicating dipstick in 1988 from a US aftermarket BMW parts company, Luftmeister .
I lived in the Chicago area at the time, it routinly gets to the mid 90's F, 35 C during the summer there .
I found that the oil temp was a lot higher than I though it would be, at 60 mph, around 100 kph in air temps of 95 F 38 C, the oil temp was 275 F, 135 C .
After moving to Phoenix in 1993, the first summer here, average summer temp from mid May through mid October, is 105-107 F, 41-42C, but routinely gets to 46-49 C .
I saw oil temps of 350-375 F, 175-190 C at the same speed, 100 kph .
I questioned the accuracy of the indicator at that point .
I work for an airline in the aircraft maintenance department, a co-worker suggested using a piece of test equipment that measured the accuracy of thermocouples and thermo switches .
I tested the dipstick from 100 F, 38 C, through 450 F, 205 C and found the dipstick to be within 5-10 F, 2-5 C at the major graduation marks on the indicator face .
So the dipstick was not wildly inaccurate.
I got an OEM oil cooler kit from an after market parts supplier .
First thing I found out, was that the most costly part would not work on an R65, the thermostatic bypass valve that goes over the oil filter, won't clear the right exhaust pipe .
This was easily solved, by using a part from an airhead GS bike, the part that goes in place of the oil filter cover, does not have a bypass valve, just two banjo bolt ports .
The oil cooler dropped the oil temp by about 50 F, 28 C .
There's too much restriction in the banjo bolt, banjo hose fitting area to get a proper amount of oil to the cooler.
After going through this, I did not put a cooler on the '82 LS .
The national speed limit has been increased to 75 mph, 120 kph, so, I'm sure with this increase in speed, the oil temps are going to be back in an area where I would like to avoid .
So, I'm speed limited during the heat of the summer season here in the low deserts of central Aridzona on the airheads .
I would like to put one on, but not an OEM kit .
I would get an indication dipstick, just to see what kind of oil temps you have in your conditions during the summer .
I tried a full synthetic oil, but I got rear main seal leakage, so now I use a semi-synthetic oil .
Also, I don't know if this is the case for all aftermarket higher capacity/oil cooler sumps, but some render the center stand useless, you can't extend it past the sump .
Hope this helps you a bit in your decision .

Now, if I go out in the heat of the day, I use the oilhead, those bikes move a lot of oil through the two oil coolers .