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When I took delivery of my Tudor, I found he previous owner had been quite negligent with is maintenance. When I checked oil levels for example, I found that the oil was so low in the gearbox that the big gear at the front of the lower shaft was
just dipping the oil. I figure it was throwing a faint mist of oil around he internals - just enough to stop it glowing red hot. The gears made the ones you show look like new. They were galled through the hardening and a real mess. I flushed it till I didn't get many sparkly bits in what I drained, put a magnet on the drain plug and filled with my favourite oil. That was 10,000 miles ago and the gearbox runs quiet, shifts smoothly and doesn't jump out of any gear. I wouldn't like to have to walk as far as those gears will take you.
That said, I'd do something about that housing!!