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Happy Presidents' Day! Who Were the Wealthiest Presidents? Thumbnail

Happy Presidents' Day! Who Were the Wealthiest Presidents?

Managing Your Finances

President's Day is just around the corner and members of the military along with many Americans will get the day off. Maybe Friday will be a family day too. Most military members didn't sign up to get rich. I think that is also the case for most Presidents. That doesn't mean either group can't work to become wealthy too. So, let’s explore who some of the wealthiest U.S. presidents were and how they earned their fortunes.

1. George Washington (1789–1797)

Unsurprisingly, America’s first president, George Washington, ranks among the wealthiest. Washington inherited a vast amount of land, including the famous Mount Vernon estate, through his marriage to Martha Custis, who was herself a wealthy widow. Over time, Washington expanded his holdings to more than 70,000 acres across five states.1

In addition to his land holdings, he earned income from wheat, tobacco, and other agricultural enterprises. At the time of his death in 1799, Washington’s net worth was estimated to have been between $525 and $595 million (adjusted for inflation).2

2. Thomas Jefferson (1801–1809)

Thomas Jefferson, the principal author of the Declaration of Independence and the third president of the United States, was also one of the wealthiest presidents. Jefferson inherited land from his father and expanded his holdings significantly over his lifetime, eventually owning about 5,000 acres of land.2 Monticello, his iconic plantation, symbolized wealth and power at the time.

Despite his vast landholdings and significant assets, Jefferson’s finances were a mess toward the end of his life. He carried large debts and was forced to sell many of his assets to cover them. Historians estimate that Jefferson’s wealth, adjusted for inflation, was around $212 million, although his fortunes took a turn for the worse due to his lavish lifestyle and poor financial management.2

3. Theodore Roosevelt (1901–1909)

Theodore Roosevelt was born into wealth and was part of a prominent New York family. His father was a successful businessman and philanthropist who gave young Roosevelt the best education and opportunities. However, despite his family’s wealth, Roosevelt lived modestly for much of his life, particularly during his years as a rancher in the Dakota Territory after the tragic loss of his wife and mother on the same day.3 Adjusted for inflation, his wealth was estimated at about $140 million.2

4. John F. Kennedy (1961–1963)

John F. Kennedy, the 35th president of the United States, was born into one of America’s wealthiest families. His father, Joseph Kennedy, was a successful businessman and investor who accumulated a fortune through ventures in real estate, stocks, liquor distribution, and more. John F. Kennedy himself never had to rely on his salary as president because his personal wealth and trust funds ensured that he lived a life of luxury.

The Kennedys’ estimated net worth could be as high as $1.1 billion.2 However, much of the Kennedy family’s wealth was held in trusts, making it difficult to pinpoint an exact figure.

5. Donald Trump (2017–2021; 2025 - Present)

Donald Trump is perhaps the most famous example of a president whose personal wealth was a major part of his public persona. Before entering politics, a businessman and real estate mogul, Trump inherited a portion of his wealth from his father but expanded it significantly through his own real estate developments, branding deals, and other ventures.

Trump’s net worth was heavily debated during his presidency. As of October 2024, Forbes estimated his net worth as $6.2 billion.4 Nevertheless, there’s no doubt that Trump remains one of the wealthiest individuals ever to hold the office of president.

Whether through inheritance, land holdings, or business ventures, these presidents navigated the challenges of their time in office and the responsibilities of having significant personal wealth. As we celebrate Presidents’ Day, it’s fascinating to consider how these leaders balanced their fortunes with their duties to the nation.


If you found this article useful, you might like the following blog posts:

Retired Military Finances 101: States with the Oldest and Youngest Average Retirement Age


Military Finances 201: How to Talk to Aging Parents About Their Finances


Military Finances 101: Managing Finances for Recently Commissioned Officers







  1. https://www.mountvernon.org/george-washington/real-estate
  2. https://www.usatoday.com/story/money/2020/11/05/the-net-worth-of-the-american-presidents-washington-to-trump/114599966/
  3. https://www.ndtourism.com/theodore-roosevelt-man-legend
  4. https://www.forbes.com/profile/donald-trump/

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