Piper had a match with the WWWF under Vince McMahon Sr in the mid 70s at Madison Square Garden.
In 1984, Piper came in as the manager for "Dr. D" David Schultz and "Mr. Wonderful" Paul Orndorff, and soon began to wrestle with Orndorff as well.
Later that year, he was given his own interview segment called Piper's Pit, in which he talked to other superstars and which frequently ended in a fight between Piper and his guest. In one Piper's Pit, Piper had an interview with Jimmy Snuka. Piper started insulting Snuka's Polynesian heritage by bringing out pineapples, bananas, and dropping coconuts onto the table; this was to make Snuka "feel at home" in an act of "remorse" after Snuka was not given much time to speak the previous times he was on Piper's Pit. Snuka took offense to this and Piper then attacked Snuka by smashing him over the head with a coconut and shoving a banana in his face. He followed this up by whipping Snuka with his belt. Snuka was legitimately knocked woozy allowing Piper to leave before Snuka, now seriously enraged, could fight back. This incident led to a long feud between the two. Piper also insulted Bruno Sammartino during a Piper's Pit which led to a feud between the two, ending in a steel cage match which Piper lost.
Another feud, this time between Piper and Hulk Hogan erupted soon after and became what was at the time the highest-profile feud in wrestling history, thanks to the involvement of pop singer Cyndi Lauper, where Piper kicked Lauper in the head—and even attacked Captain Lou Albano—with Hogan seeking revenge as a result. In 1985, MTV broadcast The War to Settle the Score, featuring a main-event matchup between Piper and Hogan, who was accompanied to the ring by Albano, Lauper, and Mr. T. This event set up the very first WrestleMania, which pitted Piper and Paul Orndorff against Hogan and Mr. T. Orndorff was pinned by Hogan when Piper's bodyguard "Cowboy" Bob Orton interfered and mistakenly struck Orndorff instead of Hogan with his trademark "injured" arm covered in a plaster cast. Piper once again faced Mr. T, this time alone, in a boxing match at WrestleMania 2 in 1986. Piper lost the match by disqualification after bodyslamming Mr. T.
Following a leave of absence from the WWF, Piper returned during a TV taping on WWF Superstars in 1986 against jobber A.J. Petrucci and received a thunderous ovation from the audience. After being slapped in the face by Petrucci twice, Piper placed one hand behind his back and beat his opponent to a pulp.
During Piper's 1986 face run, Piper's Pit played key roles in two storylines memorable to fans: Piper's feud with Adrian Adonis, and the set-up of the Hulk Hogan-André The Giant match at WrestleMania III.
In the Piper-Adonis feud, the returning Piper was distressed to find his Piper's Pit segment replaced by The Flower Shop, a segment hosted by Adonis, who was using an effeminate-wrestler gimmick. Piper spent weeks crashing Adonis' show and trading insults, leading to a "showdown" between the two segments that ended with Piper being assaulted and humiliated by Adonis, Piper's former bodyguard Orton (now in Adonis' employ), and Don Muraco. The trio left Piper with his face covered in red lipstick lying in the middle of the remnants of the Piper's Pit set, which had been destroyed. In response, Piper stormed the set of Adonis' show and destroyed it with a baseball bat. This led to their Hair vs Hair match at WrestleMania III. Piper won the match with the assistance of Brutus "The Barber" Beefcake, who had been sheared by Adonis shortly before the match.
Piper returned from a hiatus with a live Piper's Pit at WrestleMania V, where he hosed down a smoking Morton Downey, Jr. with a fire extinguisher. After this, Piper began co-hosting Prime Time Wrestling with Gorilla Monsoon, providing a much needed change of pace from the constant bickering that was caused between Monsoon and Bobby Heenan during Heenan's tenure. Heenan insisted on having his own show opposite Prime Time called "The Bobby Heenan Show". Which was basically used as a catalyst to insult Piper and Monsoon after leaving "Prime Time" on bad terms. Eventually, Heenan's comments began to irritate Piper and Piper finally told Heenan to either "put up or shut up." Shortly after this, Heenan brought "Ravishing" Rick Rude into the mix by inviting him to his show to further insult Piper. The feud reached the physical level when Piper made an appearance on "The Brother Love Show" to address his position on the matter. Brother Love provoked Piper for several minutes by questioning his courage and ring ability. Piper finally had enough and told Love he had bad hygiene. When Love questioned Piper for bringing this up, Piper pulled out a small bag of toiletries and began dousing Love with toothpaste and mouthwash. Rude made his move during this moment and attacked Piper from behind, eventually spewing mouthwash into his eyes rendering him temporarily blind. This eventually brought Piper's return to the ring full-circle as Piper interfered in Rude's Intercontinental Title defense against The Ultimate Warrior at SummerSlam '89, costing Rude the belt. Rude vowed revenge and the two engaged in a very physical and violent feud that lasted the rest of the year. The feud finally came to an end when Piper defeated Rude in a match where the stipulation stated that if Piper won, Heenan would have to dress as Santa Claus for an episode of "Prime Time". Piper was victorious, and Heenan was forced to dress as Claus the following week. Initially, Heenan seemed pleased with portraying Santa and even went so far as to imitate Claus and wish everyone a Merry Christmas. However, as the show progressed, Heenan's true motives were revealed as he began to call Christmas "a sham", and that the children of the world had been "scammed" by their parents. Piper snapped and attacked Heenan, ignoring pleas from Monsoon to stop the attack due to Piper's agreement to abstain from physicality on the "Prime Time" set. Piper refused, and in turn, was fired from "Prime Time." Piper also wrestled Bad News Brown at WrestleMania VI in 1990. The match ended with both men being counted out of the ring, but the real highlight of the match was Piper's choice of ring attire. In true 'Rowdy' fashion, Piper cut a promo and came to the ring with half his body painted black in a strange attempt to play head games with Bad News.
In 1991, he supported Virgil in his feud against "The Million Dollar Man" Ted DiBiase and was present at their matches at WrestleMania VII and SummerSlam. He also entered a feud with Ric Flair and at the 1992 Royal Rumble defeated The Mountie for his first, and only, Intercontinental Championship. He lost it soon after to Bret Hart at WrestleMania VIII. After playing the bagpipes at SummerSlam, he disappeared from the WWF.
He reemerged in 1994 at WrestleMania X as guest referee for the WWF Championship match between Bret Hart and Yokozuna. During the match, commentator Jerry "The King" Lawler remarked that he hated Piper and continued to taunt Piper on his King's Court segment on Monday Night Raw, eventually culminating with Lawler bringing out a skinny teenager in a Piper T-shirt and kilt and forcing him to kiss his feet. Enraged, Piper agreed to wrestle Lawler at the King of the Ring, where Piper emerged victorious.
Leaving the WWF again, he soon returned in 1995 at WrestleMania XI, once again in a referee capacity, for the submission-only match between Hart and Bob Backlund. In 1996, Piper was named as interim WWF President, following Vader's malicious assault on Gorilla Monsoon, following the Royal Rumble. As president, Piper had become the object of affection for Goldust.(Originally the storyline match was set for OJ Simpson to face Roddy, but the creative team thought that was a bad idea). Enraged, Piper claimed he would "make a man" out of Goldust at WrestleMania XII, in a "Hollywood Backlot Brawl." While the contest began in an alleyway behind the Arrowhead Pond, Goldust jumped into his gold Cadillac and ran Piper over, ultimately escaping onto the highways of Anaheim. Piper pursued in his white Ford Bronco, which when viewed from aerial footage. The two eventually returned to the arena, where Piper disrobed Goldust in the ring, effectively ending the confrontation. With Gorilla Monsoon back in control of the WWF by the end of the night, Piper once again left the Federation.
At WrestleMania XIX in Seattle, Washington, Piper ran in during the Hulk Hogan-Vince McMahon match and made his second WWE run as a villain by attacking Hogan with a steel pipe. He brought back Piper's Pit on the April 10 episode of SmackDown!, and after aligning with Sean O'Haire, Piper smashed a coconut over the head of Rikishi, a relative of Snuka. At Backlash that month, Rikishi returned the favor to Piper. Piper was then put in a program against "Mr. America". The storyline was Hulk Hogan had been bought off WWE television forever by McMahon. Hulk Hogan returned "incognito" although the joke was that everybody knew who he really was, which infuriated McMahon. At this point, Piper and O'Haire were portrayed as McMahon's lackeys attempting to unmask Mr. America. Despite Piper being a heel he still got cheered due to being a legend. After a mini-feud with Chris Jericho, Piper left the WWE one again.
On February 21, 2005, it was announced that Piper was to be inducted into the WWE Hall of Fame. Piper held an episode of Piper's Pit at WrestleMania 21 where he interviewed Stone Cold Steve Austin. The interview was interrupted by Carlito, who was promptly beaten up by both Piper and Austin.
On the July 11, 2005 episode of Raw, Piper returned as a face to host Piper's Pit with guest Shawn Michaels, who superkicked Piper at the end of the show. This was during Michaels' feud with Hulk Hogan. Piper once again appeared on Raw on October 3, 2005 for Raw Homecoming. He hosted Piper's Pit with guest Mick Foley; later in the segment, Randy Orton and "Cowboy" Bob Orton appeared and attacked both Foley and Piper.
This event sparked a mini-feud between Piper and The Ortons. On the next SmackDown! after Homecoming, Piper took on the Ortons in a handicap match. Piper won with a roll-up on Bob Orton after a distraction by The Undertaker. On October 28, Piper teamed with Batista and Eddie Guerrero to take on Randy Orton, Bob Orton, and Mr. Kennedy. Piper won after applying the sleeper hold to Bob Orton. Piper's feud with The Ortons came to an end on the November 4, 2005 episode of SmackDown! with a DQ victory over Bob Orton.
Piper returned to Raw on September 11, 2006 for a six-man tag team match win with The Highlanders against the Spirit Squad. He also appeared on the Raw Family Reunion, along with Money Inc. and Arn Anderson to accompany Ric Flair ringside for a match against Mitch of the Spirit Squad. On November 5, Piper won the World Tag Team Championship with Ric Flair from The Spirit Squad at Cyber Sunday, after being chosen to be Flair's partner by voters at WWE.com over Sgt. Slaughter and Dusty Rhodes. On the November 13, 2006 episode of Raw, Piper and Flair lost the title to Rated-RKO. Piper never made it to the ring, as he was attacked by Edge with a con-chair-to before the match. On November 17, 2006, WWE announced on their website that Piper was stricken with cancer. As a result of the procedure, it was announced that he was withdrawing from the Survivor Series match which would have pitted himself (as a co-captain), along with Flair, Anderson, Sgt. Slaughter, and Dusty Rhodes against the Spirit Squad. He was replaced with Ron Simmons.
He made a return to Raw on an episode taped February 12, 2007, during which he announced that his friend Dusty Rhodes was to be the first person inducted into the 2007 class of the WWE Hall of Fame. During appearance Umaga, with manager Armando Alejandro Estrada, entered the ring and laid out both men. He then returned on the June 11, 2007 episode of Raw as part of "Mr. McMahon Appreciation Night", where he introduced a video of some of McMahon's most embarrassing moments. In 2008, he made a brief appearance in the Royal Rumble, primarily focusing on "Superfly" Jimmy Snuka. Both men were eliminated by Kane shortly after they entered the ring.
Piper returned to Raw on April 28, 2008. He was a backstage visitor, and was confronted by Santino Marella. Marella poked fun at Piper's weight, which resulted in Santino getting slapped by Piper. The next week, Piper was a guest on Carlito's Cabana and Carlito and Santino were about to double team Piper when they were chased off by Cody Rhodes and Cryme Tyme. On May 12, Piper's interference stopped Santino and Carlito from beating Rhodes and Hardcore Holly for the World Tag Team Championship. On October 26, 2008, however, Piper appeared on WWE's Cyber Sunday as one of the three choices fans could choose to face Marella for the WWE Intercontinental Championship. The other choices were Goldust and The Honky Tonk Man. Honky Tonk Man was chosen and won via a disqualification due to interference by Beth Phoenix and therefore did not win the title. Goldust then entered the ring, followed by Piper. The three candidates then fought Santino, afterwards celebrating together in the ring. Piper appeared on the October 27 episode of Raw as a special guest commentator, along with both Goldust and Honky Tonk Man, for Marella's match against Charlie Haas.
On February 16, 2009 Piper returned to Raw to confront Chris Jericho after Jericho continued to act disrespectfully towards the Hall of Famers. After the segment, Jericho attacked Piper. One month later, on the March 16 episode of Raw, Piper would get his revenge when he, along with Ric Flair, Jimmy Snuka, and Ricky Steamboat, attacked Jericho. For the first time since Wrestlemania XII in 1996, Piper wrestled at WrestleMania XXV along with Snuka and Steamboat with Flair in their corner to go against Jericho in a three on one handicap match. Jericho won the match; Piper was the second of the three to be eliminated. Piper later guest hosted WWE Raw on November 16, 2009 at Madison Square Garden in New York City. Piper challenged Vince McMahon to a street fight later in the evening only to have Randy Orton come out to fight against, then shortly after Kofi Kingston came out to stop Randy's assault on Piper. He inducted Wendy Richter to the 2010 WWE Hall of Fame on March 27, 2010. He also appeared the next night on Raw as one of the Legend Lumberjacks in a match that involved Christian and Ted Dibiase.
On the July 12, 2010 episode of Raw, it was hinted that Piper could possibly be the Anonymous General Manager as on an e-mail sent to Michael Cole, the GM said "Just when you think you have all the answers, I change the questions." The idea was abandoned on the July 24 episode of Raw when Cole said " And if you're not down with that I got two words for you" which was Triple H and Shawn Michaels trademark line as D-Generation X, but again this idea was dropped. On the November 15, 2010 episode of Raw, Piper quickly turned face during a return of Piper's Pit telling John Cena to do the right thing by calling the WWE Championship match at Survivor Series between Wade Barrett and Randy Orton down the middle. He went on to point out that legends such as Ricky Steamboat, "Mr. Perfect" Curt Hennig, Jimmy Snuka, and himself had never won a World Championship in WWE. He appeared in a backstage segment at WrestleMania XXVII where he hit Zack Ryder in the back of the head with a coconut, reminiscing of what he did to Jimmy Snuka. Piper made an appearance on the June 13, 2011 episode of Monday Night Raw, hosting Piper's Pit once again. His guests were The Miz and Alex Riley, which led to a match with The Miz with Riley as the special guest referee. He went on to win the match, and won $5,000 out of The Miz's money per the pre-match stipulation. Roddy Piper noted that he was paid $5,000 for his appearance on the June 13th RAW for Piper's Pit with The Miz and Alex Riley. Piper currently co-host the WWE Vintage show with Gene Okerlund. He recently made a television appearance in WWE and hosted a Piper's Pit segment featuring John Cena on the November 28, 2011 episode of Monday Night Raw. He also appeared on November 29, 2011 special holiday edition of SmackDown. Piper returned on the April 10, 2012 special edition of Smackdown: Blast from the Past, in which he hosted Piper's Pit featuring Daniel Bryan and AJ Lee. Piper made an appearance on June 18, 2012 he made a segment with Cyndi Lauper and Heath Slater. He then reappeared on the 1,000 episode of Raw on July 23, 2012, where he and various other WWE Legends helped Lita take down Heath Slater. On the August 13 episode of Raw, Piper hosted another edition of Piper's Pit with Chris Jericho, which was interrupted by Dolph Ziggler.
On the January 6, 2014 Old School Raw Piper hosted Piper's Pit with The Shield as his guests and was about to get beat down when he was saved by CM Punk and the New Age Outlaws. Piper and Paul Orndorff appeared in a backstage segment, and shook hands with Hulk Hogan and Mr. T during WrestleMania XXX, making amends around 30 years after competing at the very first WrestleMania. At WrestleMania 31, Piper made a backstage appearance congratulating Daniel Bryan on his Intercontinental Championship win.
Piper passed away on July 31, 2015.