The ring you see above is more than 100 years old. The little design on the top, or what remains of it, is the crest of the Roosevelt family. Yes, that Roosevelt family.
The ring is currently owned by Theodore Roosevelt V — the 38-year-old great-great-grandson of America's 26th president. He inherited the ring, along with some other jewelry (cuff links, tie tacks, etc.), when his grandfather died in 2001. He assumed the ring was important to his grandfather but didn't know anything else about its history.
As you may be aware, PBS is about to begin airing a seven-part Ken Burns series about the Roosevelts. TR V, as one of family's living heirs, got to see an advance version of it during the summer. And during one scene, he spotted a familiar piece of jewelry on his great-great-grandfather's left pinky (click to enlarge):
A bit of additional research confirmed that TR V's ring was indeed the same ring that had been worn by his famous ancestor. He'd had no idea.
You can read more about all of this here.