So far its looking good Tyler! That bottom part is a bummer, but possible to fix i think.
1.When you say concave, do you mean the top of the handle is coming inward on itself? Probably wont be able to put anything in there to push it out, as its thin plastic and might break before it bends.
2.I've seen people go as high as 2500 grit, no need to go more than that. Just make sure not to sand through the thin walls on that handle, as you found out is easy to do. Flitz works fine, so does Meguiars PlastX polish after.
3. Epoxy works well as a brush filler. Most of us have filled hollow handles full of epoxy and sat the knot right on the bed/shelf as you're thinking.
4. There have been guys who covered up the bottoms with a piece of wood (See post 168
here) Or other things that happen to fit (Gold Dollar coins, Yen, Pesos, A pocketwatch face etc) As long as you make sure to seal it up really really well with some caulk or waterproof epoxy so water doesnt get inside the brush, you're golden.
5. 19.5 can fit an 18mm knot, and maybe even a 20mm knot with a little wiggling. (I know TGN 20mm knots measure 19 sometimes, which is why I mentioned that size.) I usually go one size down from the hole, but its completely up to you.If you like bigger knots, you can always take your dremel and open the hole up a bit with a sanding drum.
Keep us posted! You're on the right track and it's all a learning experience for the next one!

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