As a collegiate athlete, he was a first-team All-American and led the Michigan Wolverines' 1991 incoming freshman class known as the Fab Five that reached the 1992 and 1993 NCAA Men's Division I Basketball Championship games as freshmen and sophomores.

While a Michigan Wolverine, Webber led the group of players known as the Fab Five, which included himself, Juwan Howard, Jalen Rose, Jimmy King, and Ray Jackson.

The Fab Five, sporting long, baggy shorts and black socks, became immensely popular as they were seen as bringing a hip hop flavor to the game.

Webber attempted to call for a timeout while his team had none remaining, resulting in a technical foul that effectively clinched the game for North Carolina.

[5] Webber continues to receive ridicule for his time-out error; when he joined Inside the NBA in 2008, part of the humorous initiation ceremony was the question "In college basketball how many timeouts do you get in a game?"

In his second season, he was a first team All-American selection and a finalist for the John R. Wooden Award and Naismith College Player of the Year.

Webber posted on Twitter before the game: "I'm here at the Georgia Dome to show my support for the Michigan men's basketball team in its quest for a National Championship.

"[10] In 2002, Webber was charged for lying to a grand jury as part of a larger investigation of a numbers gambling operation, run by Michigan basketball program booster Ed Martin, in Ford Motor Company plants in the Detroit area.

He did not meet with the Michigan basketball team or staff, but despite this, head coach John Beilein stated that "I think it was a great step in the right direction that he was here.

Webber also disliked playing a substantial amount of time at center, given Nelson's propensity towards smaller, faster line ups.

With few alternatives, Golden State agreed to a sign-and-trade deal, sending Webber to the Washington Bullets (renamed the Wizards in 1997) for forward Tom Gugliotta and three first-round draft picks.

When Webber arrived, the Kings also signed small forward Peja Stojaković and center Vlade Divac, and drafted point guard Jason Williams.

Under the guidance of Rick Adelman, the Kings team made it into the 1999 Playoffs, where they lost to the Utah Jazz led by future hall of famers Karl Malone and John Stockton.

In the second game of the 2003 Western Conference Semifinals against the Dallas Mavericks, Webber suffered a career-threatening knee injury while making a back-cut, forcing him to miss nearly a year of action.

After microfracture surgery, he returned for the final 24 games of the 2003–04 season, in which he led the Kings (who went 55–27 that season) into the 2004 Playoffs where they faced their archrivals the Dallas Mavericks for the third year in a row, the Kings defeated the Mavericks in five games in the first round en route to reaching the Western Conference Semifinals against the top-seeded Minnesota Timberwolves led by league MVP Kevin Garnett, a series that would prove to be one of the most memorable in NBA history.

In February 2005, Webber was traded, along with Michael Bradley and Matt Barnes, to the Philadelphia 76ers for power forward Kenny Thomas, forward/center Brian Skinner, and former King Corliss Williamson.

[27] On Tuesday, April 18, 2006, Webber and Iverson were fined for not showing up at the Philadelphia 76ers' final home game of the season, which was Fan Appreciation Night, although both of them were injured and not expected to play.

In November 2006, ESPN reported that "Webber's minutes and production had "dramatically declined", and that coach Maurice Cheeks had "turned him into a $20 million role player".

Nevertheless, Detroit still lost what turned out to be the key game in the series in double overtime and Webber ended up averaging a career low 11.2 PPG in his run with the Pistons.

[39] On March 27, 2008, Webber made his first appearance on television on Inside the NBA on TNT, alongside Charles Barkley and host Ernie Johnson.

On February 6, 2009, Webber returned to ARCO Arena, home of the Sacramento Kings, to participate in the ceremonies surrounding the retirement of his jersey, #4.

[45] Webber's youngest brother, David, matched his total with 3 Michigan High School Athletic Association state championships (1995–97),[46] and became Mid-American Conference Men's Basketball Player of the Year.

Webber has also tried his hand at music production, producing Nas's tracks "Surviving the Times" from his Greatest Hits album and "Blunt Ashes" from Hip Hop Is Dead.

"[61][62] In 2022 he announced the launch of "Players Only", a cannabis brand that will feature flower strains, cartridges, pre-rolls, vapes, sport recovery and performance products, apparel, and more.

His collection includes an original 1901 publication of an autobiography by Booker T. Washington, and various documents, letters, and postcards signed by Frederick Douglass, Martin Luther King Jr., and Malcolm X.

[65] On June 28, 2007, Webber unveiled his collection of African-American artifacts during the Celebrating Heritage Exhibition at Charles H. Wright Museum of African American History in Detroit.

In 1999, Webber created C-Webb's Crew where a group of tickets at every Kings regular home season game would be donated to at-risk youth and their families.

Other notable participants included Charles Barkley, Kareem Abdul-Jabbar, Gary Payton, Kenny Smith, Moses Malone, and Stephon Marbury.

Webber was eventually acquitted by a jury of the assault, resisting arrest, possession of marijuana and driving under the influence charges, and paid $560 in fines for lesser violations.

[68] Later in 1998 during the off-season, while leaving Puerto Rico on a promotional tour for Fila sneakers, Webber paid a $500 fine after U.S. Customs found marijuana in his bag.