#39: James Madison
Est. Net Worth: $136 million
Madison was born into Virginia wealth, inheriting the Montpelier estate and hundreds of enslaved people. His plantation and agricultural ventures provided steady income, though they depended entirely on enslaved labor. He lived comfortably but was never as business-minded as some of his peers.

After retiring from public life, Madison’s fortune declined as farming profits fell and debts accumulated. Despite his high estimated net worth, his estate faced financial strain near the end of his life. His legacy as a founding father far outlasted the fortune that once supported him.
