It is unlikely that a copper washer would do the job because it is not an acual plug. There is still path to seep oil between the screw and jam nut threads.
I just took a WD-9 steering box apart last year. The tractor had spent much of it's life outside and I noticed in winter that the steering was frozen so it had some water in the steering box. That may have contributed to the oil leak since it was overfilled with oil/water.
Just my opinion here but it is really hard to completely stop all oil leaks on these old tractors. I have read posts from other members and even on completely rebuilt tractors they still have some minor oil leaks. The trick is to figure out which ones can be obviously fixed, like worn bearings/bushings/shafts. In the case of your steering box it probably wouldn't hurt to take the side cover off, clean it out, and replace the oil. While you are at it, it is a good time to change the seal on the output shaft because those do seem to leak too since they are the old leather seals. Maybe you can seal the adjusting screw & jam nut with some of your favourite sealant.
I have a WD-9 with pinion shaft seal leaks right now and the brake bands are a mess. I was going to change the seals and after I took the brakes apart I found the pinion bearings are in bad shape too so I put it back together until a time when I can get by without that tractor for a few weeks. Those will be a pain to change. How do they look on your tractor?
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Today's Featured Article - Oil Bath Air Filters - by Chris Pratt. Some of us grew up thinking that an air filter was a paper thing that allowed air to pass while trapping dirt particles of a particles of a certain size. What a surprise to open up your first old tractor's air filter case and find a can that appears to be filled with the scrap metal swept from around a machine shop metal lathe. To top that off, you have a cup with oil in it ("why would you want to lubricate your carburetor?"). On closer examination (and some reading in a AC D-14 service manual), I found out that this is a pretty ingenious method of cleaning the air in the tractor's intake tract.
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