Booker and his brother Stevie Ray signed with World Championship Wrestling (WCW). In August 1993, they debuted as the tag team Harlem Heat, with Booker renamed Kole and Stevie Ray renamed Kane. They became heels and were on Harley Race and Col. Rob Parker's team in the WarGames match at Fall Brawl on September 19 against Sting, Davey Boy Smith, Dustin Rhodes, and The Shockmaster. They lost the match but were over as heels because of the caliber of faces they wrestled.
In 1994, they acquired the services of Sensational Sherri, dubbed 'Sister' Sherri, as their manager and changed their names back to Booker T and Stevie Ray, at their request. By the end of 1994, they held the WCW Tag Team Championship after defeating Stars and Stripes (The Patriot and Marcus Alexander Bagwell) in December. After dropping the title to The Nasty Boys, Harlem Heat regained the belts on June 24, 1995.
Afterward, Harlem Heat got into a feud with Col. Parker's "Stud Stable" of "Dirty" Dick Slater and Bunkhouse Buck. Parker and Sherri were carrying on a love affair and Parker eventually left the Stud Stable in favor of the Heat to be with Sherri. Harlem Heat won the WCW World Tag Team titles at Fall Brawl 1995, defeating Dick Slater and Bunkhouse Buck. Their third title reign only lasted one day, but the duo regained the tag team title nine days later from The American Males (Buff Bagwell and Scotty Riggs). On the June 24, 1996 Nitro, Harlem Heat defeated Lex Luger and Sting to capture their fifth WCW World Tag Team titles.
Three days after losing the tag team titles to the Steiner Brothers, Harlem Heat regained the titles back from the Steiners on July 27. On September 23, Booker T and Stevie Ray were defeated by Public Enemy (Rocco Rock and Johnny Grunge) but took the titles back for the seventh time on October 1.
They lost the Tag Team Championship to the Outsiders (Kevin Nash and Scott Hall) on October 27. Subsequently, they fired Col. Parker and beat him up and became full-fledged faces. They then entered into a brief feud against Col. Parker's newest team The Amazing French Canadians, a feud they won. In 1997, they feuded with Public Enemy (Grunge & Rocco), The Steiners, and the nWo. In fall 1997, they fired Sherri and added a new manager, Jacqueline. They were briefly put out of action by the nWo and returned to feud with the Faces of Fear (Meng and The Barbarian). Stevie then took five months off from WCW to recover from an ankle injury and Jacqueline left the company.
Booker made the transition into singles action and won the WCW World Television Championship from Disco Inferno on the December 29, 1997 episode of Nitro. Booker feuded over the title with Perry Saturn and Rick Martel, culminating in a gauntlet match at SuperBrawl VIII. Martel, the man that was originally supposed to win the match, went down early due to a knee injury, meaning the finish and the remainder of the match had to be called in the ring.
During Spring 1998, Booker began feuding with Chris Benoit. Benoit cost Booker the TV title during a match against Fit Finlay. As a result, Booker and Benoit engaged in a "best-of-seven series" with the winner meeting Finlay for the title. After seven matches and interference from Bret Hart and Stevie Ray, Booker T won the series, and on June 14, regained the Television Championship.
Booker scored a clean pinfall victory over Bret Hart on the edition of February 22 of Nitro. The following month, he regained the TV Championship from Scott Steiner, who, in turn, defeated Booker in the finals of the WCW United States Heavyweight Championship tournament. Booker lost the Television title to Rick Steiner a month later at Slamboree.
By mid-1999, Booker had convinced his brother, Stevie Ray, to leave the nWo and reunite Harlem Heat. Harlem Heat defeated Bam Bam Bigelow and Kanyon for the WCW World Tag Team titles at Road Wild. They lost the WCW World Tag Team titles to Barry and Kendall Windham on August 23, but Harlem Heat regained them about a month later at Fall Brawl. When The Filthy Animals were stripped of the WCW World Tag Team belts due to an injury suffered by Rey Mysterio Jr., the title was put up in a three-way dance at Halloween Havoc. Harlem Heat claimed their tenth WCW World Tag Team title defeating Hugh Morrus and Brian Knobs and Konnan and Kidman. By late 1999, a female bodybuilder named Midnight had joined Harlem Heat. Stevie neglected her help and started disputing with Booker over her.
Stevie Ray eventually challenged Midnight in a match that decided whether or not she would stay with Harlem Heat. After being defeated with a surprise small package, Stevie Ray turned on both Booker and Midnight to form Harlem Heat, Inc. with Big T, Kash, and J. Biggs. Stevie Ray and Big T dubbed themselves Harlem Heat 2000. Throughout this period, Booker was referred to simply as Booker, as Harlem Heat 2000 won the rights to the name "T" in a match with Big T against Booker on February 20, 2000 at SuperBrawl X. Kidman and Booker T defeated Harlem Heat 2000 (Ray and Big T) at Uncensored 2000.
When Vince Russo and Eric Bischoff formed The New Blood, Booker eventually completely changed his in-ring persona, helping lead Captain Rection's military-themed Misfits In Action stable as G.I. Bro. He defeated Shawn Stasiak at the Great American Bash in a Boot Camp match. He returned to the Booker T name on the June 19th Nitro, promoting Rection to the status of General and demanding the Misfits start standing up to the New Blood.
Booker T was elevated to main event status in 2000. After WCW booker Vince Russo grew disgruntled with Hulk Hogan, he fired Hogan during the live broadcast of Bash at the Beach and announced an impromptu match between Jeff Jarrett and Booker for the WCW World Championship. Booker won the match, in the process becoming the second ever African American champion in WCW after Ron Simmons. He was then defeated by Kevin Nash on August 28 on Nitro. He regained the title a few weeks later in a steel cage match with Nash at Fall Brawl, but again lost the title, this time to Vince Russo himself in a cage match (Russo was speared out of the cage by Goldberg and won the title), Russo vacated the title and Booker won it for the third time in a match against Jeff Jarrett on the October 2 episode of Nitro.
Booker's next feud was with Scott Steiner, to whom he eventually lost the title in a straitjacket steel cage match. Steiner won by TKO when he put an unconscious Booker into the Steiner Recliner at Mayhem. Steiner was WCW's longest reigning champion in years, whilst Booker was briefly out with an injury. Booker returned to the roster and defeated Rick Steiner for the WCW United States Heavyweight Championship at Greed. This made Booker the ninth WCW Triple Crown winner. On the final episode of Nitro, he defeated Scott Steiner to win the World title for the fourth time.
After WCW was bought by the World Wrestling Federation in March 2001, Booker T made his debut at the King of the Ring pay-per-view in 2001, attacking WWF Champion Stone Cold Steve Austin during his match, promptly injuring him in his very first move in the WWF. He later turned heel and became a leading member of The Alliance during the Invasion storyline. During July 2001, in his debut match in the company, Booker defended his WCW World Heavyweight Championship against Buff Bagwell. At InVasion, The Alliance defeated Team WWF when Steve Austin joined the Alliance. On July 26, Booker gave up his WCW United States Championship and handed it over to Chris Kanyon. He later lost the WCW World Championship to Kurt Angle, but he went on to win the title back on the July 30 episode of Raw. Booker kept the title until SummerSlam, when he lost it to The Rock after feuding with him over the similarity in their gimmicks and their identical finishing moves, the Book End/Rock Bottom. Booker T won the WCW World Tag Team Championship for an eleventh time, this time with Test, and he also had a WWF Tag Team Championship reign with Test. At Survivor Series, Booker T was eliminated third by The Rock after a roll-up and eventually The Alliance was defeated, causing them to disband.
In its aftermath, Booker remained a heel, and he joined forces with Vince McMahon and The Big Boss Man in December to feud with Steve Austin. After Booker T cost Austin a match against Chris Jericho for the Undisputed WWF Championship at Vengeance, Austin gained revenge by attacking Booker T in a grocery store by covering him in food. The week after, Booker T vandalized Austin's truck, causing Austin to chase Booker T around a bingo hall and a church.
Booker T's first WrestleMania appearance was at WrestleMania X8 against Edge. They feuded over who would appear in a fictional Japanese shampoo commercial. When the brand extension was introduced in March, Booker T was drafted to the Raw brand. Booker held the Hardcore Championship twice in May 2002, defeating Stevie Richards only to lose it to Crash Holly seconds later. He then re-defeated Crash and lost the title to Stevie Richards a few minutes later.
Goldust began trying to start a tag team with Booker, but Goldust kept costing Booker matches. With the nWo now operating in WWE, Booker T was eventually invited into the faction. His time there was short-lived, when he was kicked out of the group by Shawn Michaels after a superkick from Michaels. Booker then turned face and found a partnership with Goldust and the pair teamed to battle the nWo. Booker and Goldust had a title shot against The Un-Americans (Christian and Lance Storm) at SummerSlam, but The Un-Americans retained after interference from Test. At No Mercy, Booker and Goldust battled Chris Jericho and Christian for the tag titles, but they lost the match with Jericho using the title belt on Goldust.
He spent the rest of 2002 teaming with Goldust. They won the World Tag Team Championship at Armageddon in a Tag Team Elimination match defeating the teams of Christian and Chris Jericho, Lance Storm and William Regal, and the Dudley Boyz. They held the belts for about three weeks, when they lost them to Regal and Storm. Booker and Goldust lost the rematch and decided to go their separate ways. The gimmick for Booker and Goldust was Goldust being a strange, yet dependable ally who Booker eventually warmed up to after initial skepticism. By 2003, however, Booker T's popularity had soared and he amicably separated from Goldust, at Goldust's request, in order to pursue the World Heavyweight Championship. In February 2003, he eliminated The Rock to win a battle royal for the number one contendership, granting him a title shot at WrestleMania XIX.
Booker targeted Evolution after Batista and Randy Orton attacked Booker's former partner, Goldust. Several weeks before WrestleMania, the incumbent champion and Evolution's leader, Triple H, cut a controversial promo on Booker T. Triple H downplayed Booker T's WCW success, pointing out that the WCW Championship had been held by non-wrestlers like booker Vince Russo and actor David Arquette, calling WCW and its title "a joke". He said that "people like" Booker T would never win world championships in WWE. A week later, Booker attacked Triple H in the bathroom and laid him out after Triple H had thrown a dollar bill at him, ordering Booker to get him a towel. However, Booker T lost to Triple H at WrestleMania XIX. For several weeks, he teamed with Shawn Michaels and Kevin Nash in a feud against Triple H, Ric Flair, and Chris Jericho. At Backlash, Booker's team lost when Triple H pinned Nash after a sledgehammer shot.
Afterward, Booker set his sights on the newly reactivated Intercontinental Championship. After losing a battle royal for the title at Judgment Day, Booker feuded with the champion Christian. After a few matches, Booker defeated him to become the new champion. About a month later, because of a nagging back injury, Booker lost the Intercontinental title back to Christian at a non-televised house show. Booker, meanwhile, was out of action until October.
When Booker returned in 2003, he joined Team Austin at Survivor Series for a match to determine whether Eric Bischoff or Steve Austin (both co-general managers) would be the sole General Manager of Raw. Team Bischoff won the match. Booker then feuded with Mark Henry, who eliminated him in the Survivor Series match. Booker defeated Henry at Armageddon.
On the February 16, 2004 episode of Raw, Booker T and Rob Van Dam defeated Ric Flair and Batista for the World Tag Team Championship. Booker and Van Dam held the titles for a month, even defending the belts at WrestleMania XX in a 4 Corners tag team match. Eight days later on the March 22 episode of Raw, they lost tag team titles to Flair and Batista. He and Rob Van Dam never got their rematch due to Rob Van Dam being drafted to SmackDown! that very same night.
On March 23, 2004 he was "traded" (along with the Dudley Boyz) to the SmackDown! brand in exchange for Triple H, but as part of a new storyline, he appeared unhappy with the move calling SmackDown! "the minor leagues" and even disrespected Eddie Guerrero, the brand's WWE Champion, turning heel in the process. Later on, Booker T bragged about how he was the biggest star on SmackDown! and feuded with The Undertaker. Booker tried to utilize voodoo magic to try to overcome his "supernatural" foe; however, it did nothing to prevent him from losing to the Undertaker at Judgment Day.
In mid-2004, Booker T set his sights on the United States Championship along with its champion, John Cena. After Cena got on the bad side of General Manager Kurt Angle, he did his best to get the title away from Cena. Cena successfully defended the title at The Great American Bash in a four-way elimination match against Booker, René Duprée, and Rob Van Dam. After Cena was stripped of his title by Angle for "laying a hand" on the GM, Booker took advantage of the situation and won an eight-man elimination match to win the vacant United States Championship in a match that also featured Cena, Dupree, Billy Gunn, Charlie Haas, Luther Reigns, Kenzo Suzuki and Van Dam. Booker won by last eliminating both Cena and Van Dam in the course of less than 10 seconds. After Angle was fired by Mr. McMahon for embellishing his injuries, Theodore Long began his first tenure as SmackDown GM, and booked a best-of-five series of matches for the United States Championship between Booker and Cena. The first match took place at SummerSlam in Toronto and saw Cena gain the pinfall victory to go up 1–0 in the series. Booker would bounce back and win the next two matches, on the edition of August 24 of SmackDown in Fresno, CA and a live event the next night in Sydney, Australia, to take a 2–1 lead. The next match in the series wouldn't come until the September 16 SmackDown from Spokane, WA, where Cena won and tied the series at two apiece. The series culminated at No Mercy, where Cena won the series 3–2, and thus, the US Title.
On October 21, SmackDown! General Manager Theodore Long placed Booker in a six-man tag team match with Rob Van Dam and Rey Mysterio against John "Bradshaw" Layfield (JBL), René Duprée, and Kenzo Suzuki. JBL expected Booker to betray his partners, but instead Booker pinned him, thus turning face again. Booker T faced JBL for the WWE Championship at Survivor Series on November 14, but lost after he was hit in the head with the championship belt. The next night, Booker T demanded a rematch, citing Orlando Jordan's interference. He was then joined by Eddie Guerrero and The Undertaker who also wanted a shot at JBL's title, prompting Theodore Long to make a fatal four-way match for the WWE Championship at Armageddon. Once again, Booker failed to win the title, as JBL retained it. He then briefly teamed with Eddie Guerrero, at one point challenging Mysterio and Van Dam for the WWE Tag Team Championship, and feuded with Heidenreich.
Booker won a 30-man Battle Royal dark match at WrestleMania 21, last eliminating Raw's Viscera and Chris Masters. Subsequently, Booker was part of the tournament to name a new number one contender for the World Heavyweight Title, and made it to the final four. After Kurt Angle eliminated Booker, he returned the favor, costing Angle the match against JBL. The storyline then turned to a different nature, as Angle began stalking Booker's new wife, Sharmell. Booker defeated Angle at Judgment Day. On the May 26 episode of SmackDown!, Booker participated in a "Winners Choice" Battle Royal, with the winner choosing his opponent for the next week. Kurt Angle won and wanted to wrestle Sharmell. Booker protested, and the match was made into a handicap match. Angle won by pinning Sharmell in a sexual position. The next week, Booker gained revenge on Angle, defeating him with a Scissors Kick.
On June 30, JBL defeated Christian, The Undertaker, Chris Benoit, and Booker T. During the match, Booker got specifically involved with Christian. Booker later defeated Christian at The Great American Bash.
Booker T began teaming with Chris Benoit, eying his United States Championship again. Benoit was allowed to pick his next challenger to see who would face him at No Mercy, so Booker, Christian, and Orlando Jordan tried to impress Benoit by winning matches. He instead decided not choose one opponent, so he made it a fatal four-way for No Mercy, where Benoit successfully defended his title. On the October 21 episode of SmackDown, Booker T defeated Benoit for the United States Championship, due to unseen help from Sharmell. Theodore Long later showed footage of Sharmell interfering in Booker's matches. Booker went to apologize to Benoit and give him a rematch, but then attacked Benoit, busting him open with the U.S. title belt and turning heel once again. Booker then boasted that he had been fully aware of what Sharmell had been doing and had been playing dumb to fool everyone.
On November 25, Booker T fought against Benoit for the United States Championship. The match ended when Benoit superplexed Booker and two referees made a three count on either competitor, claiming that their wrestler had won. Booker was stripped of the belt by Theodore Long, because of the confusion of who won since they pinned each other at the same time. Long decided to put Benoit and Booker against each other in a best of seven series, just as the two had in their WCW days. Booker took an early 3–0 lead. In a must win match during Armageddon, Benoit was able to defeat Booker T to bring the series to 3–1. At a house show, Booker was injured, and he did not wrestle again until after the "Best of Seven" series with Benoit was completed. Booker was scheduled to face Benoit in Match 5 of the Best of Seven Series at the December 30 taping of SmackDown. At the beginning of the show, General Manager Theodore Long said that Booker would have to forfeit. Both Booker and Benoit protested, with Benoit not wanting a cheap victory. Booker managed to persuade Long to allow him to choose a stand-in for the matches. Booker chose Randy Orton as his replacement. Benoit was able to tie the series 3–3 after beating Orton in two consecutive matches on the December 30 and January 6, 2006 episodes of SmackDown!. Orton, however, was able to defeat Benoit in the final match on the January 13 episode of SmackDown! to win the series and the title for Booker T, who held the title until No Way Out where Benoit won it back.
On the February 24 episode of SmackDown!, Booker and Sharmell provided guest commentary for a match involving The Boogeyman. After defeating his opponents, Boogeyman dumped a bucket of worms onto the announce table where they were sitting, frightening the two. Over the next few weeks, Boogeyman would stalk Booker and Sharmell. Booker and Boogeyman were set to face off on the March 18 edition of Saturday Night's Main Event, but the match was canceled due to Booker faking a knee injury to escape competition. The feud eventually culminated at WrestleMania 22, with Booker and Sharmell losing to Boogeyman. The couple received a restraining order against The Boogeyman on the April 7 episode of SmackDown!, ending the feud.
Booker next entered the 2006 King of the Ring tournament on SmackDown!, advancing through to the finals due to a bye as his semi-final opponent, Kurt Angle, was unable to wrestle. The finals were held at Judgment Day, where Booker defeated Bobby Lashley. Upon winning the King of the Ring tournament, Booker began wrestling as "King Booker" and began acting like he was an actual monarch ruling "The SmackDown! Kingdom". Booker formed a royal court that included his wife, Queen Sharmell, Sir William Regal, and Sir Finlay, and began including the mannerisms and attire of a stereotypical English-style king as part of the character, all the way down to wearing a crown and cape and speaking in a fake English accent. However, whenever King Booker would get angry he would launch into a tirade in the style of Booker T, which lent some comedic aspect to the character; he even went as far as having Lashley kiss his "royal" feet.
After gaining his title of King, Booker continued to feud with Lashley. After Lashley defeated JBL for the United States Championship at the end of May, Booker began chasing after the title. The feud ended after a steel cage match on the June 30 SmackDown, where Lashley escaped to retain the United States title.
The next week, King Booker entered a battle royal on SmackDown with the winner to challenge Rey Mysterio for his World Heavyweight Championship at The Great American Bash. Booker won the match and then defeated Mysterio after Chavo Guerrero turned on the champion by hitting him with a steel chair. This was Booker's first world championship since joining WWE and the win caused him to proclaim himself as the "King of the World". This win would also make Booker the sixteenth Triple Crown Champion and eighth Grand Slam Champion (under original format) in the history of the WWE.
After Booker won, he began a rivalry with the returning former champion Batista, who vowed to regain the title he was forced to forfeit due to injury. At SummerSlam, King Booker lost to Batista by disqualification after Queen Sharmell interfered on his behalf, but at No Mercy, Booker defeated Batista, Lashley and his own stablemate, Finlay, in a Fatal 4-Way match. After the match, King Booker assaulted Sir Regal, resulting in the breakup of the King's Court.
Despite the break-up of his Court, King Booker defeated Batista on the October 20 episode on SmackDown, due to interference from WWE Champion John Cena from Raw and ECW World Champion Big Show, the two of whom King Booker was to face at Cyber Sunday in a "champion of champions" match. The fans voted for the king's World Heavyweight Championship to be on the line. Booker retained after defeating Cena with help from Kevin Federline.
After Cyber Sunday, the feud between King Booker and Batista continued with Batista unable to wrest the title from Booker. Eventually this led to a match at Survivor Series on November 26, where King Booker declared that if Batista failed to defeat him this time, it would be the last World Heavyweight Championship match he would receive. On the night of the show, SmackDown General Manager Theodore Long decided that if King Booker got counted out or disqualified, Batista would become champion. Late in the match, Queen Sharmell handed King Booker his title belt while referee Nick Patrick was not looking. While she had Patrick distracted, the King attempted to hit Batista with the belt. Batista moved out of the way, knocked the belt out of Booker's hands and hit the champion in the head, allowing him to score the pinfall. After losing the World title, Booker feuded alongside former royal court member Finlay against Batista and John Cena, which led up to Armageddon where they lost.
While competing in the Royal Rumble match, Booker was eliminated by Kane. A frustrated Booker returned to the ring illegally and eliminated Kane. This started a short feud between the two resulting in a match at No Way Out, which Kane won. King Booker won a Money in the Bank qualifying match, defeating Kane (with assistance from The Great Khali) and earned himself a spot in the match at WrestleMania 23. At WrestleMania, Matt Hardy set up Sharmell for a Twist of Fate during the Money in the Bank match with the briefcase in King Booker's grasp – thus forcing him to choose between a guaranteed title shot and his wife. He chose to defend his Queen and lost the match. On the April 6 episode of SmackDown!, Booker attempted to take revenge. However, he lost the match against Matt Hardy, and Sharmell declared her disappointment in him and slapped him. In an attempt to impress his Queen, King Booker attacked The Undertaker but was Tombstoned on an announce table. Booker was then removed from television to deal with a knee injury.
On the June 11 episode of Raw, King Booker (along with Queen Sharmell) was drafted from SmackDown! to Raw as part of the WWE Draft. On July 16, King Booker came to the ring using Triple H's theme music "The King of Kings", even using his video. King Booker declared that neither Triple H nor Jerry Lawler could be known as "The King". Booker began a feud with Lawler, defeating him on the August 6 episode of Raw where the loser had to crown the winner the next week. When the time came, Lawler refused, declaring that Triple H was still a king and announcing that King Booker would battle Triple H at SummerSlam. Booker attacked Lawler, throwing him into the ring post and hitting him with a TV monitor. At SummerSlam, Booker lost to the returning Triple H. On the August 27 episode of Raw, Booker wrestled his last match in WWE against WWE Champion John Cena in a non-title match, which he lost by disqualification when Randy Orton interfered.
In October 2007, Booker T requested his and Sharmell's release from their WWE contracts, which WWE granted.
On January 30, 2011, Booker T returned to WWE to take part in the Royal Rumble. Booker entered the match at number 21 and was eliminated by Mason Ryan. On the February 1 taping of SmackDown, Booker debuted as the show's new color commentator, working beside Josh Mathews and Michael Cole, replacing Matt Striker. He coached on the returning Tough Enough competition, and at Elimination Chamber, he introduced Trish Stratus as a fellow coach. On the June 6 episode of Raw, Booker wrestled his first match on the brand in four years, gaining a victory against Jack Swagger by count out. On the November 21 episode of Raw, Cody Rhodes threw water in Booker T's face after Rhodes allegedly heard Booker T criticize him, thus starting a conflict between the two. On the November 29 episode of SmackDown Booker was scheduled to face Rhodes in a match but it did not happen after Rhodes attacked him from behind him during a backstage interview. On the December 9 episode of SmackDown, Rhodes attacked Booker again while heading to the announcer's table leaving him with paramedics. Later that night, Booker T attacked Rhodes during his match with Daniel Bryan, leading to an Intercontinental Championship match at TLC: Tables, Ladders & Chairs, which Rhodes won. On the December 26 episode of Raw, Booker defeated Rhodes in a non-title match. On the January 6, 2012, episode of SmackDown, Booker challenged Rhodes a second time for the Intercontinental Championship, but once again failed to win the title.
Booker T, along with fellow commentators Jerry Lawler and Michael Cole, all participated in the 2012 Royal Rumble. On the March 26, 2012 episode of Raw, Booker T saved Teddy Long from an attempted attack by Mark Henry, thus becoming the sixth and final member of Team Teddy at WrestleMania XXVIII, where Team Johnny emerged victorious. This was his last official match for the WWE. On the July 9 episode of Raw, Jerry Lawler won by pinfall against Michael Cole in a WrestleMania XXVII rematch. However, Booker, who was subbing for Lawler on commentary, threw Cole back into the ring after he tried to escape. This caused the Anonymous Raw General Manager to reverse the decision and give Cole the win as a result of a disqualification.
On July 31, 2012, Booker T was appointed the new General Manager of SmackDown. Booker would quickly add Eve Torres and Theodore Long to his staff, as his assistant and senior adviser respectively.
Booker was inducted into the WWE Hall of Fame by his brother, Stevie Ray, the night before WrestleMania 29. On the April 19 SmackDown, Booker became angry with Long for making matches without his consent. Big Show arrived and thanked Long for doing a better job than Booker, further infuriating him. On the April 22 Raw, upset with Long for making a World Heavyweight Championship match at Extreme Rules, made it a Triple Threat match. Booker took time off for a torn distal triceps, and had surgery for it on June 12. On the July 19 SmackDown, he returned to continue as SmackDown General Manager, but soon lost the job to Vickie Guerrero, on Vince McMahon's orders.
Beginning in 2014, Booker T commonly did work on the WWE Network, including the Raw pre-show and also being a part of the "expert panel" on Kickoff shows before each pay-per-view event.
On the 2015 premiere of Raw, Booker T replaced Jerry Lawler, who was suffering from diverticulitis, for commentating. However, it was later announced that Booker would be returning on a full-time basis to take Lawler's place on Raw, with Lawler moving to SmackDown. On the March 30 episode of Raw, Booker, along with JBL and Michael Cole, were injured by Brock Lesnar after Seth Rollins refused Lesnar his WWE World Heavyweight Championship rematch. Booker was replaced by Byron Saxton for commentating as he became a coach for the sixth season of WWE Tough Enough.
Booker T returned to his old "King Booker" gimmick in a segment with the SmackDown Live Survivor Series tag teams where he gave a motivational speech and convinced Breezango (Tyler Breeze and Fandango) to join the team.
In December 2016, after Jerry Lawler and Lita left the pre-show team, WWE ended their Raw and SmackDown pre-shows, leaving Booker T to the WWE pay-per-view pre-shows and other WWE Network specials. Following the 2017 WWE Superstar Shake-up, Booker T replaced David Otunga as color commentator on Raw. On the January 29, 2018 episode of Raw, Booker was replaced on commentary by the returning Jonathan Coachman. On the August 28 episode of SmackDown Live, Booker T made a surprise appearance as "King Booker" gimmick in the opening segment when he interrupted and joined in on The New Day's "five timers" celebration, following the latter's fifth tag team championship win.
On October 6, 2022, WWE announced that Booker T would joining the NXT commentary team alongside Vic Joseph. On January 28, 2023, Booker returned to the ring by participating in the 2023 Royal Rumble, but was eliminated by Gunther in 42 seconds.