Looking at the pics, what do you think my best approach is? If I fill and re-drill, is there a best way to approach it? I am used to using the toothpick trick for things like neck holes, but am not sure that would give me what I am looking for here. I think that I will have to use paint and no stain in any case, as the repair will be quite visible. I am definitely apprehensive about approaching this wrong and backing myself into a corner later!