Is it possible for the OP to set his carbs to run lean while cruising on the freeway and rich in other driving conditions so he has power? Or does he need to drop hundreds of dollars into monitoring equipment to achieve this? From the OP he is monitoring his oil temp with a dip-stick temp gauge. Not very high tech no expensive.
Many guys have added a second oil cooler to help reduce oil temps. Some have even gone as far as changing the entire air cooling system (to the horizontal fan set up) to reduce temps.
yes, that is the best thing about weber idf's. they are very well thought out and engineered. your idle jets, which deliver fuel to the progressive circuit, can be real lean. especially when complimented with the svda. the svda will advance up 42 degrees. idle/progressive circuit will be used for part throttle and cruise situations. this is where you get your killer m.p.g. and lower cylinder head and exhaust gas temps.
then, when you jet your mains rich, (12.75-13.25) you dont run the risk of being lean at WOT. the svda will run out of vacuum and retard back to 28 degrees. so when your giving your 250 lbs buddy i ride (high load), or cranking it up thru the twisties, you wont run the risk of running lean because you will be on the mains anyways. this time you will be on the other side of the curve (rich of peek) running cooler.
stoich (14.7) is the death zone. this is where your cylinder head temps and exhaust gas temps are highest. and should be avoided at all times.
NOW, i dont have actual proof of this. this is 80 year old information. these tests where done years ago. the aircraft guys are masters of this. aircooled or watercooled. it dosent matter. it is what it is. the aircraft guys have alot more riding on this information. higher fuel costs, higher engine overhaul costs, but most important, they cant look for the nearest off ramp if there motor blows chunks. literally.
and no, he dosnt need to invest in a bunch of hidollar instrumentation. i think ac.net rents a portable wideband instrument. just install it, do your jetting, then send it back. only the real anal guys (myself included) invest in the instrumentation. so we can see what the effects are from the changes we make.