Smith started as the MC of the hip-hop duo DJ Jazzy Jeff & the Fresh Prince, with his childhood friend Jeffrey "DJ Jazzy Jeff" Townes as turntablist and producer as well as Ready Rock C (Clarence Holmes) as the human beat box. The trio was known for performing humorous, radio-friendly songs, most notably "Parents Just Don't Understand" and "Summertime." They gained critical acclaim for winning the first ever Grammy in the Rap category (1988). He had a line in "Voices That Care", a 1991 Gulf War song by a celebrity group. Smith spent money freely during his early career and underpaid his income taxes. The Internal Revenue Service eventually assessed a $2.8 million tax debt against Smith, took many of his possessions, and garnished his income.[10]
Smith was nearly bankrupt in 1990 when the NBC television network signed him to a contract and built a sitcom, The Fresh Prince of Bel-Air, around him. The show was successful and launched his acting career. Smith set himself the goal of becoming "'the biggest movie star in the world'," studying box office successes' common characteristics.[6] Although he made a notable dramatic film debut in Six Degrees of Separation while still appearing in The Fresh Prince of Bel-Air, Smith's film career took off with his role in the buddy cop action film Bad Boys (1995) along with co-star Martin Lawrence.
After The Fresh Prince of Bel-Air ended May 20 1996, Smith began a successful solo music career while simultaneously starring in a series of films. The first two films were hugely successful summer blockbusters: Independence Day (1996), in which he played a fearless and confident fighter pilot, and Men in Black (1997), where he played the comic and confident Agent J against Tommy Lee Jones's deadpan Agent K. Smith's acting in Men in Black won critical praise. He originally rejected the lead role in Men in Black, but wife Jada Pinkett Smith coaxed him into acceptance. The two films established Smith's commercial reputation as a bankable star whose appeal across age, race, and gender lines could "open" a film at the box office, a reputation Smith would begin to term a "Big Willie Weekend". Smith turned down the role of Neo in The Matrix in favor of Wild Wild West. After the failure of Wild Wild West and watching Keanu Reeves' performance, he believed that Keanu was "born" to play the part, but admits not regretting turning down the role.[11] He then gained lead roles in several box office successes including Men in Black II, Bad Boys II, Hitch, and I, Robot.
Smith is one of only two hip-hop artists to receive an Oscar nomination in an acting category (Best Actor, Ali, 2001), for his portrayal of the boxer Muhammad Ali, formerly known as Cassius Clay, in the biopic. He once more was nominated for Best Actor Oscar – this time for his role in another true-life movie, The Pursuit of Happyness, where he played Chris Gardner in his rags to riches story.
Smith and his wife Jada Pinkett Smith created the UPN (later CW) sitcom All of Us, which was loosely based on their lives. The show debuted on UPN in September 2003 and aired there for three seasons before moving to The CW in October 2006 for one more season. The CW cancelled All of Us in May 2007.
Smith appeared as himself in Jersey Girl delivering the Silent Bob speech that appears in nearly all Kevin Smith movies. The lead character's situation is due to the claim, "Will Smith is just a rapper."
Smith also released a string of hit singles, often associated with his most recent film, throughout the late 1990s. The most notable of these were his #1 hit theme song "Men in Black", the #1 hit "Gettin' Jiggy Wit It" (which made jiggy a catchphrase for a while in 1998), and a cover of "Just the Two of Us", an affectionate message to his young son. His first two solo albums went platinum, but his third, on Columbia Records, was a sales disappointment compared to his past efforts, and after a quick Greatest Hits release that was almost not advertised at all, he was dropped by the label. He signed a recording contract with Interscope Records and released the successful Lost & Found in 2005. The album was propelled solely on the smash hit single, "Switch", which appealed to the mainstream a la "Summertime". The single stayed atop the charts for months and returned Smith to the forefront of hip-hop.
In 2005, Smith was entered into the Guinness Book of World Records for attending a record breaking three premieres in a 24-hour time span.[12] On July 2, 2005, Smith served as host for the Live 8 concert in his native Philadelphia in front of an enormous crowd, and later performed a set with DJ Jazzy Jeff. Smith appeared at Nickelodeon Kid's Choice awards in 2005 performing "Switch", as well as the Black Entertainment Television awards in 2005. He appeared in the second game of the NBA Finals (San Antonio vs. Detroit) performing "Switch" in 2005. Smith also made a special appearance in the reality talent contest show "Indian Idol", when he visited India.
Smith was considered for the role of John Smith in the movie Mr. and Mrs. Smith; Brad Pitt eventually received the role.[13] He was also considered for the role of Willy Wonka in the remake of the film Charlie and the Chocolate Factory.[14] He has planned to star in a feature film remake of the television series It Takes a Thief.[15]
Smith was recognized on December 10, 2007, at Grauman's Chinese Theater on Hollywood Blvd. Smith left an imprint of his hands and feet outside the world renowned theater in front of many fans.[16]
Smith appeared in the film I Am Legend, released December 14, 2007. Despite mixed reviews, its opening was the largest ever for a film released in the United States during December. Smith himself has said that he considers the film to be "aggressively unique".[17] Smith is developing a film entitled The Last Pharoah, which he will star as Taharqa.[18]
Democratic Presidential candidate Senator Barack Obama
stated that if a film were to ever be made about his life, he would have Smith play his part, because "he has the ears". Obama stated that the two have discussed such a possibility