Hi Amber! Welcome to WikiTree
What an interesting adventure you are embarking on!
I like to help with things like that, but there is one thing you can do to make it easier for me and others here: start a profile for your grandfather, include everything you already know, and share the link to his profile here with your question, WikiTree has some good research tools that make that the best starting point. Also, then there will be one place to save all the research results.
I have to dash to work now, but happy to have a look at your mystery this evening. But to say it again, it would be most helpful if you make a profile.