Derrick Jefferson

Having been described as a brawler and a fan friendly attraction, Jefferson became a frequently featured fighter on HBO. Jefferson then stepped up in competition, knocking out former world heavyweight title challenger Bert Cooper in the second round. Within two months, Jefferson faced once-highly regarded prospect Obed Sullivan. This was the first twelve-round fight in Jefferson's professional career. He won the fight by split decision, with the scorecards being 117–112, 117–113 in favor of Jefferson and 115–114 in favor of Sullivan.

Six months later, Jefferson was scheduled to face Maurice Harris. Despite having 16–9–2 record, Harris was considered a formidable fighter, with Jim Lampley describing him as "the best 16–9 fighter out there". Harris' record included wins over then-undefeated David Izon and popular gatekeeper Jimmy Thunder and a split decision loss against faded Larry Holmes. Coming into the bout, Harris was on a seven-fight winning streak, which included a wide UD win over Jeremy Williams.

This win lined up a shot against David Izon. Throughout the fight, Jefferson was soundly outboxing Izon, confidently winning rounds. By the seventh round, HBO commentators suggested the fight to be stopped due to Izon absorbing too much punishment. In the eighth round, however, Jefferson appeared to have punched himself out. With 42 seconds left, Izon dropped Jefferson with a right hook. It appeared as if Jefferson have fallen down mostly due to exhaustion rather than Izon's punch. Izon continued throwing unanswered shots on tired Jefferson, prompting the referee to stop the fight. At the time of the stoppade, Jefferson was unanimously winning on scorecards (78–72, 78–73 and 78–74).

After a quick knockout of an unknown journeyman Marcus Johnson, Jefferson, with 4–2 record in the last six fights, was given a shot at the WBO world heavyweight title against Wladimir Klitschko. For the bout, Jefferson weighed in at 260.25 lbs, the heaviest in his professional career and 20 pounds heavier than in his previous bout. The additional weight appeared to be muscle. The fight lasted only two rounds. In the first round, Klitschko knocked Jefferson down with a short left hook. After the first round Jefferson's left eye was swollen. Jefferson was knocked down twice more in round two, once with a straight right hand and again with another left hook, with the fight being stopped after the last knockdown, declaring Klitschko the winner by TKO in the second round. Jefferson earned $400,000 for the fight.

After defeating former WBC world heavyweight title challenger Phil Jackson (43–10 with 38 KOs coming into the bout) and Sedreck Fields, Jefferson was allowed to participate in Thunderbox Heavyweight Tournament on November 30, 2002, promoted by Cedric Kushner. The tournament consisted of eight participants, which included two-time world heavyweight champion Tim Witherspoon, former and future world heavyweight title challengers Tony Thompson, Ray Austin and Jeremy Williams, experienced journeyman Maurice Harris, who had entered the tournament after knocking out future world champion Siarhei Liakhovich, and undefeated, hard-hitting Gerald Nobles. Each boxer, including Jefferson, was guaranteed $5,000 and the purse for the tournament winner was $100,000. All bouts took place at Trump Taj Mahal in Atlantic City, New Jersey and were scheduled for three rounds. The bouts were aired in the UK on Eurosport. In the first round, Jefferson defeated Ray Austin by second-round stoppage, but was beaten by Tony Thompson on points in semifinals.

The fight was widely praised for being a slugfest. HBO commentator Larry Merchant called the second round "the best in heavyweight boxing since Bowe vs. Holyfield". The KO was voted by The Ring as "Knockout of the Year". At the conclusion of 1999, Jefferson was ranked No.9 in heavyweight rankings by The Ring.

Jefferson made his professional boxing debut on 19 June 1995 against Ismail Muhammad, knocking him out in the first round. Within three years Jefferson had won 16 fights, winning all but two of them by knockout inside three rounds. Jefferson, at 6'6" and generally weighing 240 pounds, quickly rose to prominence by combining explosive power with furious combinations. In 1998, he faced his first formidable opponent Marion Wilson. With 11–27–3 record, Wilson was known for his durability and toughness, having never lost inside the distance and occasionally pulling upsets, such as wins over Corey Sanders and Paea Wolfgramm or split draw against Ray Mercer. Jefferson won the fight by unanimous decision, with two judges scoring the bout 79–73 and one judge having a score 77–75.

Jefferson took up boxing in 1994, after a coach of the local boxing gym, Claude Strickland, spotted him shooting hoops at YMCA. That same year, Jefferson won the National Golden Gloves super heavyweight championship, defeating Michael Grant on points (and handling Grant his only amateur loss) in semifinals, and DaVarryl Williamson by TKO in the final. Overall, Jefferson spent 1.5 years at amateur level, before turning professional in 1995.

Jefferson grew up in Detroit, Michigan, having attended Martin Luther King High School. In high school, Jefferson played basketball and football, and was a Division I basketball player during his college years. Jefferson dropped from college after being shot in the leg during an argument at a party store in November 1993, ending his basketball career. His brother Kenyatta, a football player, was shot in the head and ended up partially paralyzed.

Derrick Lavon Jefferson (born March 10, 1968) is an American former professional boxer.