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1) Why does the upper bushing want to be installed from the bottom of the gudgeon? If the bushing gets loose in the gudgeon, it will slide down the rudder pin (whereas the bushing shoulder will keep it in place if installed from the top).
The bushings we're talking about are installed in the rudder casting, not in the gudgeon. I'm not aware of any bushings for the actual gudgeon. The suggestion was to install the top bushing from the underside of the casting, rather than from the top of the casting. Doing this would lock the bushing in place and keep it from sliding up or down. The downside is that the "new" black bushings have a pretty hefty flange and the flange will probably not allow enough clearance between the casting and the gudgeon if installed this way.
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2) Would hot glue (rather than epoxy) be sufficient to hold the bushings in place? It would make it much easier to remove worn bushings (not having to drill out the epoxy).
You don't NEED to glue the bushings into the casting at all and they won't fall out if installed properly even if you do not glue them in. Gluing in the bushings is something that I have done on my boats because I have had some rudder castings with the holes a little oversized and I wanted to eliminate the slop betweeen the bushing and the casting. Hot glue might work but really, I think epoxy is better- it's a much more durable adhesive. These buhings last a long time too, so they don't need replacing often and if/when they do, drilling out really shouldn't be an issue. If you have trouble drilling through a plasic bushing and some epoxy, it's time to get new drill bits.
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