Looks like your oil leak is from the tach drive.
Over oiled filters would act the same as a dirty filter - low power and running rich. The plugs would be black with dry soot - as your are.
Is there a gasket that I can replace, or something I should tighten up to stop the leak?
I never had. But if you are you could use a bit of pvc pipe in the H-pipe to keep them from collapsing.
Right is way too rich, left looks rich also but the tip is white which would mean lean. What are the needles set at and what size mains? The plugs should look something like this.
would try 2 turns out and go from there.