Harry Truman was poor before and after his presidency.
"One of the saddest cases of presidential hardship, Truman, was relatively poor throughout his life. He borrowed against his meager future inheritance and invested in a zinc mining operation, which failed and lost him most of his investment. Truman later performed various menial jobs, which barely kept his family afloat. However, the real financial disaster occurred when the clothing store he owned with a friend went bankrupt in the wake of extreme deflation. Truman lost his $30,000 investment, but never declared bankruptcy, despite urgings from friends and family to do so. Truman continued to pay debts throughout his early career, and was still thousands of dollars in debt when he began his tenure as a senator. It was Truman’s sad financial state that inspired the doubling of the presidential salary, which he received after the fact. Truman and his wife were the first two official recipients of Medicare when Lyndon Johnson signed the program into law."
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