Quick question, would it hurt anything to put some silicone window caulking material around the edges where these screws go in? Now that I change the gear lube myself, the OCD part of me is worried about the screws coming loose. I would think the silicone would be easy to remove. Or I could silcone a clear piece of plastic material and use the silcone outside of where the screws go in to keep the silicone out of the threads. Probably worrying too much, but sometimes better safe than sorry. 

Both screws should have a small gasket. The gaskets are inexpensive and should be replaced each time you change the lube. Contact the appropriate dealer for your engine for the appropriate gasket(s). The additions of the silicone should not be necessary.

Not going to hurt anything as long as you don't get it inside. 

If you changed the gaskets out, you should be OK. I don't think the silicon is necessary.

19 hours ago, tander said:

If you changed the gaskets out, you should be OK. I don't think the silicon is necessary.

Following the directions, I inspected them, but did not replace them. This fall when I have a full tune up and have them check the tilt, since the motor always drops to full down after a short period of time, I will pick up some extras. Changing them out now I would lose all the gear lube I put in.