Christian made his television debut as a heel at WWF's pay-per-view event Breakdown: In Your House on September 27, 1998, distracting Edge during his match against Owen Hart to reveal his allegiance to Gangrel. Christian won the WWF Light Heavyweight Championship in his debut match against Taka Michinoku at Judgment Day: In Your House on October 18. He lost the title to Gillberg a month later.
Christian was given the character of a vampire and formed an alliance with Gangrel and Edge, who was finally persuaded to join what became known as The Brood. At Rock Bottom: In Your House on December 13, The Brood defeated The J.O.B. Squad in a six-man tag team match, then they briefly feuded with The Undertaker's Ministry of Darkness and later joining the team, but upon learning that Christian was beaten into telling Ken Shamrock the whereabouts of Stephanie McMahon, The Undertaker punished Christian by flogging him. More loyal to The Brood than to The Ministry, Edge and Gangrel betrayed The Undertaker and rescued Christian from sacrifice.
In 1999, Christian and Edge parted ways with Gangrel, who associated himself with The Hardy Boyz (Jeff and Matt Hardy) to form The New Brood. As a result, they began feuding with The Hardy Boyz and competed in a ladder match for the managerial services of Terri Runnels and $100,000 at No Mercy on October 17, which The Hardy Boyz won. At Survivor Series on November 14, Edge and Christian and The Hardy Boyz faced Too Cool and The Hollys in a four-on-four Survivor Series elimination match, but they lost. At Armageddon on December 12, Edge and Christian competed in an eight-team battle royal which was won by The Acolytes. At the Royal Rumble on January 23, 2000, Christian competed in the Royal Rumble match, but he was eliminated by Rikishi. At No Way Out on February 27, Edge and Christian defeated The Hardy Boyz in a tag team match to determine the number one contenders to the WWF Tag Team Championship. At WrestleMania 2000 on April 2, Edge and Christian defeated The Hardy Boyz and The Dudley Boyz (Bubba Ray Dudley and D-Von Dudley) to win their first WWF Tag Team Championship in a triangle ladder match, which ultimately led to the creation of the Tables, Ladders and Chairs (TLC) match. At Backlash on April 30, Edge and Christian defeated Road Dogg and X-Pac to retain the titles. At Judgment Day on May 21, Christian, Edge and Kurt Angle lost a six-man tag team match to Rikishi and Too Cool, to whom they lost the titles soon after only to win them back in a four corners elimination match at King of the Ring on June 25. At Fully Loaded on July 23, Edge and Christian lost to The Acolytes Protection Agency (Bradshaw and Faarooq) by disqualification, but they retained the titles.
Following their victory, Edge and Christian portrayed themselves as heels, shifting their in-ring personas from borderline goth to a comedic pair of "cool dudes". During this time, their trademark became the "five second pose", where they performed a pose in the ring for five seconds "for the benefit of those with flash photography" to mock, insult, or amuse the fans. At SummerSlam on August 27, Edge and Christian successfully defended the tag team titles in the first ever TLC match against The Hardy Boyz and The Dudley Boyz. At Unforgiven on September 24, Edge and Christian lost the titles against The Hardy Boyz in a steel cage match and were not allowed another title shot. At No Mercy on October 22, Edge and Christian, dressed up as Los Conquistadores, defeated The Hardys for the titles. The next night on Raw is War, The Hardy Boyz dressed as the Los Conquistadores and defeated Edge in a handicap match after Christian was taken out backstage to regain the WWF Tag Team Championship. At Survivor Series on November 19, Edge and Christian teamed with Right to Censor's Bull Buchanan and The Goodfather in a four-on-four Survivor Series elimination match which they lost to The Dudleys and The Hardyz. At Armageddon on December 10, Edge and Christian regained the tag team titles in a fatal four-way match involving The Dudley Boyz, K-Kwik and Road Dogg and The Right to Censor, but they lost them eight days later to The Rock and The Undertaker, only to win them back days later on SmackDown! thanks to special guest referee Kurt Angle. At the Royal Rumble on January 21, 2001, Edge and Christian lost the WWF Tag Team Championship to The Dudley Boyz. At No Way Out on February 25, Edge and Christian were unsuccessful in regaining the tag team titles, but they eventually recaptured them in the second ever TLC match at WrestleMania X-Seven on April 1.
On the April 19 episode of SmackDown!, Edge and Christian were defeated by The Brothers of Destruction (Kane and The Undertaker) for the WWF Tag Team Championship. At Backlash on April 29, Christian was part of the triple threat match for the WWF European Championship, which was won by Matt Hardy. At Judgment Day on May 21, Edge and Christian competed in a tag team turmoil match which was won by Chris Benoit and Chris Jericho. On the May 24 episode of SmackDown!, Edge and Christian competed in a fatal four-way tag team TLC match for the WWF Tag Team Championship in which Benoit and Jericho retained the tag team titles.
After losing the tag team titles, friction arose within the team after Edge won the 2001 King of the Ring tournament on June 24. It was also during this time that Edge was becoming a face during The Invasion storyline. Christian briefly turned face to help feud with The Alliance. Christian turned heel shortly afterward, resulting in the two feuding for Edge's WWF Intercontinental Championship for several months.
At Unforgiven on September 23, Christian defeated Edge to win his first Intercontinental Championship, but he lost it back to Edge in a ladder match at No Mercy on October 21. Christian won the European Championship from Bradshaw on the October 29 episode of Raw. At Rebellion on November 3, Christian faced Edge in a steel cage match for the Intercontinental Championship, but he failed to win the title. At Survivor Series, Christian defeated Al Snow to retain the European Championship. At Vengeance on December 9, Christian and Test faced Albert and Scotty 2 Hotty in a losing effort. In January 2002, Christian lost the European title to Diamond Dallas Page. At the Royal Rumble on January 20, Christian entered the Royal Rumble match, but he was eliminated by Stone Cold Steve Austin.
At No Way Out on February 17, Christian and Lance Storm entered a tag team turmoil match with the winners getting a WrestleMania tag team title shot which was won by The Acolytes Protection Agency. After a series of defeats, Christian announced he would quit the WWF, but Page persuaded him to reconsider and adopted him as his protégé. Christian betrayed Page and faced off against him for the European Championship at WrestleMania X8 on March 17, but he lost. Christian began throwing tantrums in his gimmick at the time whenever things did not go his way and during the same event defeated Mighty Molly to win the WWF Hardcore Championship, but lost the title to Maven later that night. Christian formed an alliance with fellow Canadian wrestler Lance Storm on the June 20 episode of SmackDown!, complaining that the WWE had a history of prejudice against Canadians, bringing up the Montreal Screwjob as an example. On the June 27 episode of SmackDown!, Test, another Canadian, joined their team, now called The Un-Americans. Christian and Storm won the World Tag Team Championship at Vengeance by defeating Edge and Hulk Hogan. The trio then defected from SmackDown! to Raw, appearing on the July 29 episode of Raw to attack The Undertaker. The Un-Americans teamed with Triple H, to defeat WWE Undisputed Champion The Rock, the Undertaker and Booker T and Goldust in an eight-man tag team match on the August 12 episode of Raw, after Test pinned Undertaker. At SummerSlam, Christian and Storm retained the tag team titles against Booker T and Goldust, before interfering in Test's match with the Undertaker later in the night, only to be tossed out of the ring and for Undertaker to defeat Test. On the August 26 episode of Raw, the Un-Americans attempted to burn the American flag, but were stopped by Booker T, Goldust and a returning Kane. On the September 2 episode of Raw, William Regal joined the team. Regal, an Englishman, was the only member of the team not of Canadian nationality. At Unforgiven on September 22, The Un-Americans lost to Bubba Ray Dudley, Kane and Booker T and Goldust. The Un-Americans lost the titles the next night on Raw to the team of The Hurricane and Kane. On the September 30 episode of Raw, both Christian and Storm lost matches to Randy Orton, while Regal and Test lost to Rob Van Dam and Tommy Dreamer. This led to all four members attacking each other, thus disbanding the team.
Christian formed a tag team with Chris Jericho and competed in a fatal four-way tag team TLC match for the WWE Tag Team Championship on the October 7 special episode of Raw Roulette, involving Kane, Jeff Hardy and Rob Van Dam and Bubba Ray and Spike Dudley. Despite Kane's partner the Hurricane being absent from the match, he still retained the title. Christian and Jericho won the titles the next week on the October 14 episode of Raw. At Armageddon on December 15, Christian and Jericho lost the titles to Booker T and Goldust in a fatal four-way elimination match also involving the teams of The Dudley Boyz and Lance Storm and William Regal.
On January 19, 2003, Christian entered the Royal Rumble match at the namesake event, however he was eliminated by Jericho. After a short absence, Christian returned on the April 7 episode of Raw, self-proclaiming himself as the new "People's Champion" and began calling his fans "The Peeps" after receiving advice and endorsement from The Rock. On the May 5 episode of Raw, Christian faced Goldberg, but the match ended in a no contest when 3-Minute Warning got involved which led to a rematch on May 12, where Christian lost to Goldberg in a steel cage match. At Judgment Day, Christian went on to win a nine-man over-the-top-rope battle royal for his second Intercontinental Championship. The following night on Raw, Christian appeared on Chris Jericho's talk show The Highlight Reel sporting a new haircut and ring attire. Christian lost the Intercontinental Championship to Booker T on the July 7 episode of Raw, but he regained it after Booker was legitimately injured at a house show on August 10.
At Unforgiven on September 21, Christian defeated Jericho and Rob Van Dam to retain the title in a triple threat match, but later lost the title to Van Dam in a ladder match on the September 29 episode of Raw. At Survivor Series, Christian was a part of Team Bischoff taking on Team Austin and during the match eliminated Bubba Ray Dudley before being was eliminated by Shawn Michaels, though in the end Team Bischoff eventually won the match. At Armageddon, Christian and Jericho defeated Lita and Trish Stratus in an intergender tag team match billed as the "Battle of the Sexes."
Also, Christian and Jericho began romances with Lita and Stratus, respectively; and as part of the angle it was revealed to be a bet over who could sleep with their respective female first, with a Canadian dollar at stake. Despite the bet, Jericho continued his relationship with Stratus, which ultimately resulted in Christian and Jericho turning on each other. At the Royal Rumble on January 25, 2004, Christian competed in the Royal Rumble match, but he was eliminated by Jericho. At WrestleMania XX on March 14, Christian faced Jericho in a singles match with Stratus on Jericho's side, but Stratus accidentally struck Jericho, allowing Christian to defeat him. Stratus then joined forces with Christian, becoming his on-screen girlfriend in the process. At Backlash, Christian and Stratus faced Jericho in an intergender handicap match which they lost. During a steel cage match against Jericho on the May 10 episode of Raw which he lost, Christian suffered a severe back injury, causing him to miss almost four months of in-ring action. Christian returned on the August 30 episode of Raw, attacking Jericho and thus resuming their feud. The two had a ladder match for the vacant Intercontinental Championship at Unforgiven, which Christian lost, ending their feud.
At Survivor Series on November 14, Christian failed to win the Intercontinental Championship from Shelton Benjamin. At New Year's Revolution on January 9, 2005, Christian and Tyson Tomko faced Eugene and William Regal for the World Tag Team Championship, but they failed to win the titles. At the Royal Rumble, Christian competed in the Royal Rumble match, but he was eliminated by eventual winner Batista.
Christian participated in the first-ever Money in the Bank ladder match at WrestleMania 21, but the failed to win as the match was won by Edge. Following this, Christian, who had an encounter with SmackDown wrestler John Cena, began commenting on Cena, claiming he was a better rapper than Cena and denouncing him as "poser" while being noticeably cheered during these segments. Soon after, then-WWE Champion John Cena was drafted to Raw, where Cena successfully defended the WWE Championship in a triple threat match against Christian and Jericho at Vengeance on June 26.
On the June 30 episode of SmackDown!, Christian was drafted to SmackDown! in the 2005 WWE draft lottery and replaced Big Show in a six-man elimination match for the newly created SmackDown! Championship, but he lost to John "Bradshaw" Layfield. Soon after, Christian was given his own interview segment on SmackDown! called The Peep Show. At The Great American Bash on July 24, Christian faced Booker T in a losing effort. At No Mercy on October 9, Christian competed in a fatal four-way match for the United States Championship which was won by Chris Benoit.
On October 31, his contract with WWE expired. His last match occurred during the tapings for the November 4 episode of SmackDown!, where he and John Bradshaw Layfield lost to Rey Mysterio and Matt Hardy. Despite his quitting, Christian appeared on the October 31 episode of Raw and at Taboo Tuesday on November 1, fulfilling his obligations to the company as he was one of five SmackDown wrestlers eligible to be voted Chris Masters and Snitsky's opponents by the fans.
Christian returned to WWE on the February 10, 2009 episode of ECW as a face, confronting then-ECW Champion Jack Swagger. Later that night, Christian defeated Swagger in his first match back. On the February 24 episode of ECW, Christian faced Swagger again for the ECW Championship in a losing effort. Christian won a tri-branded 15-man battle royal on the March 10 episode of ECW, gaining entry into the Money in the Bank ladder match at WrestleMania XXV on April 5, which he failed to win.
Christian won an elimination chase tournament to become the number one contender to the ECW Championship, gaining a title match at Backlash. At the event on April 26, Christian defeated Swagger to win the title. At Judgment Day on May 17, Christian defeated Jack Swagger to retain the title. At Extreme Rules on June 7, Christian lost the title to Tommy Dreamer in a triple threat hardcore match also involving Swagger.
On the June 15 episode of Raw, Christian faced Dreamer for the ECW Championship in a losing effort. After unsuccessfully challenging for the ECW Championship in a Championship Scramble match that also included Swagger, Finlay and Mark Henry at The Bash on June 28, Christian regained the ECW Championship from Dreamer at Night of Champions on July 26.
On the August 4 episode of ECW, Christian retained the ECW title in an Extreme Rules match against Dreamer. Christian then began a rivalry with William Regal over the ECW Championship, retaining the title against him at SummerSlam on August 23, and at Breaking Point on September 13. After a few months of defending the ECW Championship on ECW only, retaining the title against the likes of Zack Ryder and Yoshi Tatsu, Christian was part of Team Kingston in a Survivor Series elimination match at Survivor Series on November 22, where he eliminated both Ted DiBiase and Cody Rhodes before being eliminated by Randy Orton. At TLC: Tables, Ladders & Chairs on December 13, Christian successfully defended the title against Shelton Benjamin in a ladder match. In late December 2009, Christian became the longest reigning WWE-era ECW Champion. At the Royal Rumble on January 31, 2010, Christian successfully defended the ECW title against Ezekiel Jackson. On February 16, Christian lost the ECW title in an Extreme Rules match to Jackson on the final episode of ECW. The ECW brand was deactivated shortly after.
On the February 22 episode of Raw, Christian was announced to have re-signed with the Raw brand, defeating Carlito later that same night to gain entry into the Money in the Bank ladder match at WrestleMania XXVI on March 28, which he failed to win. Later, it was announced that he would be a Pro on NXT, mentoring NXT rookie Heath Slater.
Christian was drafted back to the SmackDown brand due to the WWE draft. On the May 7 episode of SmackDown, he was placed in an Intercontinental Championship tournament, defeating Cody Rhodes to get to the finals, where he lost to Kofi Kingston. On the July 2 episode of SmackDown, it was announced that Christian would compete in the SmackDown Money in the Bank ladder match at Money in the Bank on July 18, which he lost. In September 2010, Christian tore his pectoral muscle and was expected to be sidelined for approximately six months. Following surgery, WWE released a statement that revealed he was expected to only be sidelined for four months. The injury was put into a storyline with Alberto Del Rio attacking Christian backstage on the September 24 episode of SmackDown. Christian made his return from injury at Elimination Chamber on February 20, 2011, saving Edge from an attack by Del Rio. On the March 4 episode SmackDown, Christian saved Edge from another attack by Del Rio. On the March 7 episode of Raw, Christian made his in-ring return from injury against Del Rio's bodyguard Brodus Clay, picking up the victory. On the March 11 episode of SmackDown, Christian reunited with Edge and defeated Del Rio and Clay in a tag team match. On the following episode of SmackDown, Christian defeated Del Rio in a steel cage match, but was afterwards attacked by both Del Rio and Clay. Christian was in the corner of Edge when he retained the World Heavyweight Championship against Del Rio at WrestleMania XXVII on April 3.
On the April 8 episode of SmackDown, Christian lost to Del Rio in a number one contender's match for the World Heavyweight Championship after a distraction from Brodus Clay. After Edge's sudden retirement from wrestling on the April 15 episode of SmackDown, Christian won a 20-man battle royal to face Del Rio for the vacant World Heavyweight Championship at Extreme Rules, where Christian defeated Del Rio to win the World Heavyweight Championship for the first time. On the May 6 episode of SmackDown, Christian lost the World Heavyweight Championship to Randy Orton. At Over the Limit on May 22, Christian failed to regain the championship from Orton. On the June 3 episode of SmackDown, Christian was the special referee for a World Heavyweight Championship defense by Orton against Sheamus, which Orton won only to be hit by Christian after the match with the title belt, turning heel. At Capitol Punishment on June 19, Christian faced Orton for the World Heavyweight Championship once again, but he failed to capture the title. At Money in the Bank on July 17, Christian won the World Heavyweight Championship for the second and final time after Orton was disqualified for kicking him in the groin (the stipulation was if Orton was disqualified or the referee made a bad call, he would lose the title). At SummerSlam on August 14, Christian lost the World Heavyweight Championship to Orton in a No Holds Barred match. On the August 26 episode of SmackDown, special guest General Manager Bret Hart announced that Christian would face Orton in a steel cage match on the August 30 episode of SmackDown for the title, which Christian lost to end their feud.
Christian then began feuding with Sheamus, leading to a match between the two at the Hell in a Cell on October 2 and Vengeance on October 23, both of which Christian lost. On the November 4 episode of SmackDown, Big Show performed a chokeslam on Christian and received a storyline neck injury, preventing him from competing that night and starting to wear a neck brace. On November 9 during the WWE European Tour, Christian injured his ankle and was pulled from a traditional Survivor Series elimination tag team match at Survivor Series on November 20. In December, Christian briefly appeared at the Slammy Awards and Tribute to the Troops.
At Elimination Chamber on February 19, 2012, Christian returned from his injury to show support for John Laurinaitis. Christian returned on the March 16 episode of SmackDown, hosting an episode of The Peep Show and given a spot on Laurinaitis' team in a 12-man tag match at WrestleMania XXVIII on April 1. On the March 26 episode of Raw, Christian was injured once again after re-aggravating his neck and shoulder in a match with CM Punk. Despite the injury, Christian still appeared at the WWE Hall of Fame ceremony to induct long-time friend Edge.
Christian made his return at Over the Limit on May 20, where he won a battle royal to receive a title match for either the Intercontinental or United States Championship and—despite originally selecting to face Santino Marella for the United States Championship—went on to defeat Cody Rhodes later in the show to win his fourth Intercontinental Championship, turning face once again. Christian later explained his turn as inducting Edge into the WWE Hall of Fame in 2012 made him realize that his career could end in an instant and wanted to end his career with the fans support, wanting to win multiple championships and leave having a Hall of Fame career, much like his best friend. At No Way Out on June 17, Christian retained the Intercontinental title against Rhodes in a rematch. On the June 29 episode of SmackDown, Christian and Marella defeated Rhodes and David Otunga to qualify for spots in the World Heavyweight Championship Money in the Bank ladder match. At Money in the Bank on July 15, Christian was unsuccessful as the match was won by Dolph Ziggler. At Raw 1000 on July 23, Christian lost the Intercontinental Championship to The Miz and failed to regain it in a rematch the following week on SmackDown.
After a ten-month absence, Christian returned from injury on the June 17, 2013 episode of Raw, defeating Wade Barrett. Later that week on SmackDown, Christian was attacked by The Shield while delivering a promo. On the June 26 episode of Main Event, Christian took on Shield member Dean Ambrose, which resulted in a disqualification win for Christian following interference from Ambrose's stablemates, Seth Rollins and Roman Reigns. That same week on SmackDown, Christian teamed up with The Usos to defeat The Shield, handing the stable their second loss in six-man tag team matches. At Money in the Bank on July 14, Christian competed in the WWE Championship Money in the Bank ladder match, but was unsuccessful as the match was won by Randy Orton. During the match, Christian had his teeth chipped after a strong punch from Sheamus through the rungs of a ladder. On the July 29 episode of Raw, Christian defeated World Heavyweight Champion Alberto Del Rio in a non-title match. That same week on SmackDown, Christian defeated Randy Orton and Rob Van Dam in a triple threat match to become number one contender to the World Heavyweight Championship, after which he was attacked by Del Rio during a post-match interview. On the August 9 episode of SmackDown, Christian again defeated Del Rio in a non-title match. At SummerSlam on August 18, Christian failed in his title challenge against Del Rio. On the September 9 episode of Raw, The Shield dragged out an assaulted Christian as a message to anyone that disrespected Triple H following Edge's opinion on Triple H's recent abuse of power. On that week's SmackDown, Edge promised Christian would return soon and get his payback. Christian returned and appeared on the 2013 Slammy Awards, where he presented an award and appeared in a segment involving John Cena and Randy Orton.
Christian returned on the January 31, 2014 episode of SmackDown to defeat Jack Swagger in a qualifying match for the Elimination Chamber match for the WWE World Heavyweight Championship. On the February 17 episode of Raw, Christian attacked Daniel Bryan from behind and mocked Bryan during the match, turning heel. At Elimination Chamber on February 23, Christian eliminated Sheamus before being eliminated by Daniel Bryan. On the March 24 episode of Raw, Christian won a fatal four-way match including Alberto Del Rio, Dolph Ziggler and Sheamus to challenge Big E for the Intercontinental Championship, which did not come to fruition due to Christian suffering a concussion, in what would be his final match as a professional wrestler.
After suffering his concussion, Christian appeared as a face on pre-show discussion panels for WWE for events including NXT TakeOver, Money in the Bank and Battleground. In 2014, he went on to host The Peep Show program with Chris Jericho at Night of Champions in September, and with Dean Ambrose on the November 7 episode of SmackDown.
Edge and Christian were the guest hosts for the December 29 episode of Raw, where WWE commentator Jerry Lawler referred to Christian as "retired". On October 27, 2015, Christian's profile was moved to the alumni section on WWE.com and noted that he had left active competition.
Starting on February 21, 2016, he began appearing along with Edge in the WWE Network exclusive The Edge and Christian Show That Totally Reeks of Awesomeness, but in July 2017 it was announced that the show was canceled from the Network.
In mid-May 2016, it became known that Christian had been released from his talent contract.
At the Raw 25 Years event in January 22, 2018, Christian hosted The Peep Show with special guests Jason Jordan and Seth Rollins, but it was later interrupted by The Bar (Cesaro and Sheamus). On April 7, Christian appeared with Edge to induct the Dudley Boyz into the WWE Hall of Fame. In October 2019, Christian started appearing as a regular contributor on WWE Backstage.
On the June 8, 2020 edition of Monday Night Raw, Christian hosted an episode of The Peep Show alongside his former teammate Edge, who had been feuding with Randy Orton at the time. The following week, Christian was challenged to an unsanctioned match by Randy Orton. This would be Christian’s first match in over six years. Christian went onto lose after a low blow from Ric Flair followed by a punt, giving Orton the quick victory. At Clash of Champions 2020, Christian attacked Randy Orton during his ambulance match against Drew McIntyre for the WWE Championship.
Christian appeared at the 2021 Royal Rumble, entering at number twenty-four before being eliminated by Seth Rollins.