I was recently gifted an antique pocket watch from a family member. He told me it was owned by my great grandfather, and was used during his days as a signalman and cook while working on a caboose.

He said it was circa 1880s and looked a lot like this one (link) -- Illinois Watch Co. with a gothic script logo, Arabic (not Roman) numerals to show the time, and a smaller circle for the seconds. I haven't opened it up to get a serial number yet.

Sadly, the action is not currently working. I'm considering taking it to a local watch shop to get it fixed.