Free select tool questions

[Mitchel B]

Hi all, new to the forum. I have always used PS but can no longer on this machine so trying Gimp. I'm trying to define a weak stamping on a small automotive electrical relay. Having trouble with the free select tool losing the inside edge while trying to bucket fill the selection. So let me show you the image and you guys please give me some insight on how to make this image good enough for a rubber stamp company. The Tree and W are what I am working on. You can see that part of the left side of tree is either worn off or didn't stamp correctly. This relay will be bead blasted, re painted in catalyzed automotive paint, and hopefully re stamped with acrylic enamel. So to reiterate, I've managed to create the outer selection, and the inner but when trying to fill the inner disappears and I can't get it back.