Uriah Phillips Levy was a naval officer, real estate investor, and philanthropist. He was a veteran of the War of 1812 and the first Jewish Commodore of the United States Navy. He was instrumental in helping to end the Navy's practice of flogging, and during his half-century-long service prevailed against the antisemitism he faced among some of his fellow naval officers.

Monticello was the primary plantation of Thomas Jefferson, a Founding Father, author of the Declaration of Independence, and the third president of the United States, who began designing Monticello after inheriting land from his father at age 14. Located just outside Charlottesville, Virginia, in the Piedmont region, the plantation was originally 5,000 acres (20 km2), with Jefferson using the forced labor of Black slaves for extensive cultivation of tobacco and mixed crops, later shifting from tobacco cultivation to wheat in response to changing markets. Due to its architectural and historic significance, the property has been designated a National Historic Landmark. In 1987, Monticello and the nearby University of Virginia, also designed by Jefferson, were together designated a UNESCO World Heritage Site. The current nickel, a United States coin, features a depiction of Monticello on its reverse side.