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I do not believe the pin should be angled in any way. When I've had bent ones I straighten them using a 1/4" drive deepwell socket on a nut driver handle with the socket slipped over the pin. I then move it with as little force as possible. If there's rust on the pin I have used polishing grit sandpaper, and I slide it back and forth around the pin, like shoe shining, changing angles until I've made it all the way around the pin.
I have never removed a spool pin from a 66. I believe they are pressed in such that you would need a punch from the underside to remove it. Other people may remove them, if so I've not researched how as I haven't seen the need.
Use only clear sewing machine oil on your machine, including to clean the body of it. Anything water based and you will turn the decals silver. There are lots of posts on cleaning machines, I would read through those.