New Anchor Bracket

[Bushwacker]

For tools, if you have a flexible extension for a Dremel tool, they make a metal disk coated w/abrasive that will just barely fit thru the hole and it'll chew the wood away pretty easily, especially if there is much rot. Sounds like the wood in yours is in pretty good shape; mine had large chunks missing on one side, and initial fill didn't work . . it just leaked out thru the gaps! If you hit it with some alcohol, the wood should dry out pretty quickly in that California climate! Check the post I did a couple years ago on making up a cored plug so you can just fill the whole thing with thickened epoxy. I ended up with a soft wood core for a pilot hole that makes it easy to redrill for the brass tube (provided you have a 1" dia. metal cutting bit!

I wouldn't seal the scuppers up for a couple of reasons:
1. If you ever take a big wave over the stern you'll wish you had them! You want to get that water out quickly before another wave hits and if you can get on plane, they'll suck out a lot of water real fast. Also with your light motor, your boat should be easily self bailing at rest.
2. Like you say, they come in real handy when you wash down the deck! If you can wash off fish blood before it dries, it's a whole lot easier to clean up.
3. My scuppers lasted about 25 years after initial replacement, and I didn't do anything then but seal them with Life Caulk. Now that they're all sealed up w/epoxy, they should last forever and shouldn't leak into the hull, even if the brass tubes rot out!