At age sixteen, Kidd wrestled in the opening match of a World Wrestling Federation house show in Calgary, teaming with Andrew Picarnic against Teddy Hart and Harry Smith.
Kidd made his WWE television debut on the February 10, 2009 episode of ECW, managed by real-life girlfriend Natalya, defeating a local wrestler, Bao Nguyen. Although Natalya was managing Kidd on ECW, she was still officially a member of the SmackDown brand until April 15, 2009, when she was drafted to ECW as part of the 2009 Supplemental Draft to join Kidd. On the April 28 edition of ECW, Kidd defeated Finlay, and on the May 5 edition of ECW, Kidd lost to Evan Bourne. On the May 12 ECW, Kidd's match with Finlay was interrupted by DH Smith, now using the name David Hart Smith, who attacked Finlay to aid Kidd. Kidd, Smith and Neidhart formed The Hart Trilogy, which was later changed to The Hart Dynasty on the May 26 ECW. On the May 26 edition of ECW, Kidd, Jack Swagger, and David Hart Smith defeated Tommy Dreamer and Christian in a 3-on-2 handicap match. On the June 2 edition of ECW, Kidd lost to Christian. On the June 9 edition of ECW, The Hart Dynasty defeated Christian and Jack Swagger. On the June 23 edition of ECW, Kidd lost to Evan Bourne in Kidd's final match as part of the ECW roster.
On June 29, The Hart Dynasty were traded to the SmackDown brand. They began an on and off feud with Cryme Tyme in July, and the feud ended in October. At the Bragging Rights pay-per-view in October, Kidd and Smith competed in a seven-on-seven tag match with Chris Jericho, Kane, Finlay, Matt Hardy and R-Truth as Team SmackDown to defeat Team Raw. The Hart Dynasty got a title match for the Unified WWE Tag Team Championship on the December 25 SmackDown against D-Generation X, but were unsuccessful. They started a feud with Matt Hardy and The Great Khali on the January 22, 2010 SmackDown. The feud ended with each team trading wins against each other.
The Hart Dynasty turned face at WrestleMania XXVI, helping Bret Hart during his match against Vince McMahon, and the following night on Raw, they defeated the Unified WWE Tag Team Champions ShoMiz (Big Show and The Miz) in a non-title match after The Miz insulted Hart. They earned a Unified Tag Team Championship match at the Extreme Rules pay-per-view by defeating ShoMiz in a tag team gauntlet match (which also included the team of John Morrison and R-Truth and the team of Montel Vontavious Porter and Mark Henry). At the 2010 WWE Draft on April 26, The Hart Dynasty, accompanied by Natalya and Hart, defeated ShoMiz to win the Unified Tag Team Championship, when Kidd made The Miz submit to the Sharpshooter.
The following day, all three members of The Hart Dynasty were moved to the Raw brand as part of the Supplemental Draft. On the May 10 Raw, he defeated The Miz to earn Bret Hart a match for The Miz's WWE United States Championship, and the following week, The Hart Dynasty helped Hart to win the championship. At Over the Limit, they retained the Unified WWE Tag Team Championship against Chris Jericho and The Miz. The following night, on the May 24 Raw, they were attacked by debuting pair of The Usos (Jimmy Uso and Jey Uso) and Tamina Snuka after a match, provoking a feud between the two trios. At Fatal 4-Way, they defeated The Usos and Tamina in a six-person mixed tag team match when Natalya pinned Tamina, and Smith and Kidd defeated The Usos at Money in the Bank to retain the championship. At Night of Champions, The Hart Dynasty lost the WWE Tag Team Championship to Cody Rhodes and Drew McIntyre in a tag team turmoil match, which also involved The Usos, Vladimir Kozlov and Santino Marella, and the team of Evan Bourne and Mark Henry.
After a failed attempt to regain the championship, in which Kidd was pushed off balance during their double-team Hart Attack move, Kidd and Smith began to have a falling out with one another. This culminated on the November 15 episode of Raw, when Kidd turned heel once again, after refusing to tag in and attacking Smith during a match for the WWE Tag Team Championship against The Nexus (Justin Gabriel and Heath Slater). The following week, Kidd faced John Morrison in a King of the Ring qualifying match, but was unsuccessful. On the December 2 WWE Superstars, Kidd lost to Smith in a singles match. Afterward, Smith offered a handshake, but Kidd slapped Smith instead. On the next Raw, Kidd defeated Smith in a rematch, during which he was accompanied by a bodyguard, later revealed as Jackson Andrews. Andrews ceased appearing as Kidd's bodyguard after Mark Henry performed his finisher, the World's Strongest Slam, on Andrews during the December 27 Raw.
At the Royal Rumble, Kidd was a competitor in the Rumble match where he was eliminated by John Cena. At WrestleMania XXVII, Kidd was a competitor in a 23-man battle royal dark match, which was won by The Great Khali. On April 26, 2011, Kidd returned to the SmackDown brand as part of the 2011 supplemental draft. He had his first match back for the brand on the May 6 SmackDown, but lost to Sin Cara. On the May 12 Superstars, Kidd debuted Michael Hayes as his manager as he defeated Trent Barreta. Their alliance was short-lived however, as on the following Superstars, Hayes slapped Kidd after Kidd lost to Yoshi Tatsu. Armando Estrada and Matt Striker managed Kidd on the May 26 and June 2 episodes of Superstars respectively, and Kidd defeated Barreta on both occasions. On the June 9 Superstars, Kidd appeared with his fourth manager in as many weeks, Vickie Guerrero, but lost to Yoshi Tatsu. On the next Superstars, Kidd received yet another manager in JTG, but lost again, this time to Kane.
Kidd was Lucky Cannon's Pro on NXT Redemption. Cannon was eliminated on the June 14 NXT, the third Rookie eliminated. A week later, Kidd shaved off his signature tuft of hair. Kidd then feuded with Yoshi Tatsu on NXT, stemming from a backstage argument when Kidd broke Tatsu's toy figure of himself and stole the leg off another. During their series of matches, the pair traded wins, and Tatsu claimed back the stolen figure leg by winning a Necklace on a Pole match on the July 26 NXT. After the match, Kidd attacked Tatsu's right leg; a week later, Kidd claimed there would be no more Yoshi Tatsu in WWE. Tatsu returned more than a month later on the September 6 NXT to defeat Kidd and end the feud. On the October 14 edition of SmackDown, Kidd was in the largest battle royal in history, whose the winner would get a title shot, but failed to secure the victory.
In January 2012, Kidd began a face turn for the first time since 2010. After defeating Trent Barreta twice on NXT, Kidd proposed that they tag team together. In late February 2012, Kidd began a feud with Michael McGillicutty after McGillicutty mocked his lack of wrestling heritage. Kidd then lost to McGillicutty on the February 29 NXT. After McGillicutty insulted Kidd by claiming that Kidd would never be a true 'Hart', Kidd received a rematch on the March 21 NXT, where he defeated McGillicutty to even up the score at one win each. Kidd and McGillicutty faced off in a third match on the April 11 NXT, resulting in Kidd triumphant over McGillicutty. Kidd reinforced his singles dominance in NXT by first defeating Johnny Curtis on April 25, and next defeating McGillicutty and Derrick Bateman in a triple threat match on May 16.
On the March 29 Superstars, Kidd faced Justin Gabriel but lost the match, after which the duo showed mutual respect and agreed to form a tag team to challenge Primo and Epico for the WWE Tag Team Championship in a dark triple threat tag team match for WrestleMania XXVIII, also involving The Usos. However they were unsuccessful as Primo & Epico managed to win the match and retain their title. During the match, Gabriel hyper-extended and twisted his elbow, rendering him out of action for several weeks. At the Over the Limit pay-per-view, Kidd participated in a 20-man battle royal with the winner getting a choice of a United States or Intercontinental Championship match, but was eliminated by David Otunga. Kidd reunited with Gabriel on the June 6 NXT Redemption, where they defeated the duo of Johnny Curtis and Heath Slater. At the No Way Out pay-per-view, Kidd and Gabriel were defeated by The Prime Time Players (Titus O'Neil and Darren Young) in a number one contender fatal four-way tag team match, also involving Primo & Epico and The Usos.
On the June 29 SmackDown, Kidd defeated Jack Swagger to qualify for the World Heavyweight Championship Money in the Bank ladder match. Fellow qualifier Tensai then started a feud with Kidd after Kidd pinned him in nineteen seconds on the July 2 Raw, leading Tensai to assault Kidd in post-match attacks. At Money in the Bank, Kidd's ladder match was won by Dolph Ziggler. On the July 30 Raw, Kidd lost to Tensai, but after Tensai continued to attack Kidd after the match, the referee reversed his decision and awarded Kidd the win.
On the Night of Champions pre-show on September 16, Kidd was in a number one contender battle royal for a shot at the United States Championship, where he was eliminated by Tensai. Kidd and Gabriel then competed in a series of tag team matches on Superstars against Curt Hawkins and Tyler Reks, winning every match. On the debut episode of Main Event on October 3, Kidd and Gabriel, now unofficially called International Airstrike, lost to Santino Marella and Zack Ryder in the quarterfinals of a tournament to decide the number one contenders to the WWE Tag Team Championship. On the October 31 NXT, Kidd unsuccessfully challenged Antonio Cesaro for the WWE United States Championship. At the Survivor Series pay-per-view, Kidd was victorious in a 10-man elimination tag team match alongside Justin Gabriel, Rey Mysterio, Sin Cara, and Brodus Clay against Titus O' Neil, Darren Young, Primo, Epico, and Tensai; with Kidd pinning O'Neil and Epico. In January 2013, Kidd torn his knee meniscus and was estimated to require a 6–12 month hiatus to recover. Despite his injury, Kidd appeared on the May 27 "Bret Hart Appreciation Night" ceremony.
Under a mask to hide his identity, he returned to television on the October 11 SmackDown as one of the Los Locales tag team with El Local (Ricardo Rodriguez) with a loss to Los Matadores. An unmasked Kidd returned to Raw on November 4, teaming with his wife Natalya with a win over Fandango and Summer Rae. However, Kidd soon resumed losing matches to Fandango, Jack Swagger and former partner Justin Gabriel on Main Event and Superstars for the rest of 2013. At WrestleMania XXX, Kidd was in the André the Giant Memorial Battle Royal, which was won by Cesaro.
Following his return from injury, Kidd began regularly appearing on NXT, which was now WWE's developmental branch. He began a winning streak within NXT in December 2013 including victories over Leo Kruger and Mason Ryan. On the May 1 episode of NXT, Kidd defeated Bo Dallas. On the May 8, 2014 episode of NXT, Kidd participated in a 20-man battle royal for an NXT Championship shot, with him being involved in a three-way tie. As a result, Kidd faced the other two winners, Tyler Breeze and Sami Zayn in a triple threat match on the next episode of NXT, where Kidd won to become number one contender for a match at NXT TakeOver. At TakeOver, Kidd failed to win the title against Adrian Neville. On the June 12 episode of NXT, Kidd faced Adrian Neville in a rematch for the NXT Title, but failed to win the title after an accidental distraction from Natalya. On the June 19 episode of NXT, Kidd teamed with Sami Zayn to challenge The Ascension for the NXT Tag Team Championship; they lost the match when Kidd walked out on Zayn in the middle of the match, turning heel in the process for the first time since 2012. At NXT TakeOver: Fatal 4-Way, Kidd competed in a fatal four-way match for the NXT Championship, which was successfully retained by Adrian Neville.
From late September 2014, Kidd started to win more main roster matches, while being flanked by Natalya, scoring wins on Main Event and Superstars over the likes of Kofi Kingston, Jack Swagger, R-Truth, and Sin Cara. There was storyline tension between Kidd and Natalya, due to Kidd at times neglecting his wife, and at other times using Natalya as a human shield or expecting her to illegally interfere in his matches. On the November 3 episode of Raw, Kidd again used Natalya to score another win, this time via countout in a non-title match against United States Champion Sheamus. On the November 14 episode of SmackDown, Kidd received a title opportunity for the WWE Intercontinental Championship in an elimination match with Cesaro and defending champion Dolph Ziggler, however he was unsuccessful.
Kidd began a tag team with Cesaro on the December 1 episode of Raw, and were eliminated from a gauntlet match for a tag title shot by The Usos. They gained victories over Los Matadores, and proceeded to ally with Adam Rose in a feud against The New Day (Big E, Kofi Kingston, and Xavier Woods) in January. On the Royal Rumble pre-show, Kidd and Cesaro defeated The New Day. Later that night, Kidd entered the Rumble match at number twelve, however he was eliminated by Daniel Bryan. At Fastlane on February 22, Kidd and Cesaro defeated The Usos to capture the WWE Tag Team Championship, a title he had not held for nearly five years. They retained their title in a rematch the following night on Raw after Natalya caused a disqualification. Kidd and Cesaro managed to retain their titles on the WrestleMania 31 pre-show in a match that included three other teams. Kidd also competed in the André the Giant memorial Battle Royal, but was eliminated by Mark Henry. In April, Kidd and Cesaro reignited their feud against The New Day, where a double turn took place; Kidd and Cesaro turned into babyfaces by displaying a fighting spirit, while The New Day turned heel by using underhanded tactics during their matches. At Extreme Rules, Kidd and Cesaro lost the WWE Tag Team Championship to The New Day (Big E and Kofi Kingston), ending their reign at nine weeks. They failed to regain the championships on the April 30 episode of SmackDown, and at Payback in a 2-out-of-3 falls match, with Xavier Woods interfering in both matches. At Elimination Chamber, Kidd and Cesaro competed in the first tag team Elimination Chamber match, but they failed to win the titles. This turned out to be his final WWE televised match.
On June 1, 2015, Kidd suffered a spinal cord injury from Samoa Joe's Muscle Buster finishing maneuver during a dark match on Raw. Several weeks later, WWE stated that he would be out of action for over a year. Eventually, his injury was deemed career-ending, and Kidd was forced to retire. On June 29, 2017, Kidd was hired as a full-time employee for WWE as a producer, thus ending his in-ring career.