Will Smith
American actor, rapper and producer Will Smith is in the running for most lovable actor of all time. Today, he has a net worth of $250 million, but he has had his share of financial struggles. There was a time when he owed $2.8 million to the IRS. Back in 1985, Smith collaborated with DJ Jazzy Jeff and released their first album, “He’s the DJ, I’m the rapper,” which went multi-platinum in 1989. Smith became an overnight millionaire and went on a spending spree. However, he was given a $2.8 million bill by the IRS and had to hand practically everything he owned to pay off some of the debt. Luckily, Smith landed the role as the Fresh Prince of Bel-Air a year later and managed to pay off the remainder, with the IRS charging him 70 percent of what he earned. After three years, he was paid up.