I would suspect something wrong with the genny or drive as the pulley was removed. They both have their weaknesses. Looks like a later model Auto-Lite gen is fitted. Tell the version type letters/numbers and your genny pulley diameter with Walker to confirm your genny is suitable and get pulley(s) that are right, and a belt with the right length. And better check up the genny function on a testbench. The manual regulating with the movable third brush is neanderthal, requiring constant fiddling, extra maintenance and still risk of ruining the battery. An easy modification is to make it 2 brush and use a modern regulator.
You need that alemite grease gun on the shelf! Or an adapter. Badly. If I remember right there is 20-plus lubrication points on the bike and they require regular service, no newfangled rubber bushings on a 101!
