That's a good haul!
Regarding the silver ring, it's always better if you can show us the actual mark rather than describe what you think you can see. I suspect it's not a $ sign, but a conjoined 'Sb' like this:
View attachment 2181540
That's the mark for Shube’s Manufacturing Inc. of Albuquerque, NM. They started operating sometime in the 1960s as a wholesaler and mail order business. In 2006 they were acquired by an Ohio conglomerate and continued trading under the new name “Shube’s Inc.” until late 2008 when they merged with the South Dakota Gold Company and then operated as “Dakota West Design” within the Ohio conglomerate.
The additional © symbol is just a copyright mark, protecting the design.