4. The Randolph Family (Virginia)
The Randolph family, descendants of Thomas Jefferson, faced significant financial challenges following the Civil War. Burdened by debt, they were compelled to sell Monticello and numerous other holdings. Despite these hardships, some family members established legacies in politics and academia. For instance, Thomas Jefferson Randolph, Jefferson’s grandson, served as a Virginia state legislator and was instrumental in managing Jefferson’s estate after his death.