The new reamer did the trick and I was able to finish up the forward taper pin fairly quickly.
I then disassembled the tail wheel components and deburred everything.
After that I degreased everything, scuffed it for priming, cleaned it again then primed.
Once the primer cured I put on 2 coats of Majic heavy duty spray enamel. (Color: Ford Tractor Light Gray) This paint was recommended on the VAF forum and is almost an exact match for the color Van's uses for powder coating steel parts.
Tail spring mount, spring and bracket getting painted (using my handy bike maintenance / aircraft part painting stand!):
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