8. Lou Eisenberg ($5 million in 1981)
Lou Eisenberg won a Lotto jackpot in 1981. It was a $5 million jackpot back then. And today, it is worth almost $14 million.
Lou took the annual payment of $120,000 in 20 years. Giving him a total of $2.4 million after taxes. He received his last check in 2001.
He was living a moment. He bought a house in Florida and went traveling to Europe. He also gambled. And he gave away cash to whoever he thought need it.
After his last check, he went broke. He is now living in a mobile home. He lives day by day on social security and pension income of $1,000 per month.