One of the hardest presidents to quantify in financial terms, Kennedy was undoubtedly one of the richest residents of the White House. Forbes has ranked him fourth. The 24/7 Wall St. website has at various times ranked him No. 3 or No. 10. His father, Joseph Kennedy, made a fortune in banking, shipbuilding, the film industry, the stock market, and other activities. Various reports have credited the Kennedy family fortune at close to $1 billion. Yet John Kennedy never received his portion of the inheritance. During his lifetime, he donated his presidential salary to charity and received annual trust-fund payments.

AP/File
John F. Kennedy delivers his inaugural address after taking the oath of office at Capitol Hill in Washington, D.C. in this1961 file photo.