Remove the fittings that you can and paint under them, since that will give the paint the best chance of staying on the mast, and will allow you to inspect the fasteners and holes for corrosion and re-bed them with TefGel or LocTite (blue) as needed.
To scuff the exisiting paint, use a 120 grit sand paper, and sand it just enough to remove the gloss from the surface. Wash the surface well before you start sanding so you don't embed wax, oil or other surface contaminants when you sand.
To keep a wet edge refers to only painting an area small enough that the edge of it will still be wet when you move over to cover the next area. This is so the paint flows better and will hide the different sections and allow their edges to blend into each other.
Many masts are painted using a two-part LPU paint like Awlcraft. This gives a very durable and long-lived finish.
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You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.
—Cpt. Mal Reynolds, Serenity (edited)
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Still—DON'T READ THAT POST AGAIN.