Here is the list of WWE’s lovable losers in the history as provided by WWE.com;
#9. Barry O
Everybody knows about Randy Orton’s sports-entertainment bloodline. His grandfather, Bob Orton Sr., was a talented competitor in the southeastern United States and his father, “Cowboy” Bob Orton, rose to fame in WWE as “Rowdy” Roddy Piper’s sidekick, standing in the Scotsman’s corner during the main event of WrestleMania I. But do you remember Randy’s uncle, Barry O?
Despite being from a line of hardened grapplers, Barry O looked more like he belonged in a Van Halen tribute band than a WWE ring. With long, flowing blond hair and neon tights, the second-generation competitor tried to gain victory by any means necessary. It didn’t work out too often for Barry O, as competitors from Koko B. Ware to Bret “Hit Man” Hart always put him down for the count.
#8. Sam Houston
This white-hat cowboy from Waco, Texas, two-stepped into WWE in 1987, trying his best to use his quick-draw speed and agility to outduel his opponents. Unfortunately, Sam Houston’s shots rarely hit the mark.
Although he was nimble, Houston’s skinny frame often put him at a disadvantage against the monstrous Superstars he combated, like the Big Boss Man and Akeem. The cowpoke may have thrilled the WWE Universe with his Wild West ways, but he was simply unable to overcome the size differential to string together many wins.
#7 “Iron” Mike Sharpe
Dubbing himself “Canada’s Greatest Athlete,” the burly “Iron” Mike Sharpe joined up with WWE in the early 1980s. A formidable competitor in the ring, Sharpe established himself as a top contender to Bob Backlund’s WWE Title. After Backlund defeated him, though, “Iron” Mike was never the same.
Sharpe grunted along as Superstar after Superstar pinned his shoulders to the mat for the three count. The rugged Canadian did everything he could to try and reverse his fortunes, even donning a leather arm brace that may or may not have been loaded with a foreign object. Despite his best intentions, “Iron” Mike Sharpe never reclaimed his prior success. Though he was still a talented grappler, he became a gatekeeper of sorts, one of the first challenges a new Superstar faced in WWE.
#6 “Playboy” Buddy Rose
“Playboy” Buddy Rose had a very positive self-image. The hefty Superstar fashioned himself a ladies’ man and lived the lifestyle of one, jet-setting around the world. In the ring, he was deceptively quick. That made Rose the perfect foil for WWE Champion Bob Backlund in 1982. When Backlund vanquished Rose, things changed for the “Playboy.”
Rose bounced around the territories before returning to WWE in 1990. The “Playboy” had gained a noticeable amount of weight, standing in around 300 pounds. Rose insisted that was a farce and that he truly weighed a “slim, trim 217 lbs.,” thanks to his special “Blow Away” diet. Rose’s second tenure in WWE wasn’t as successful as his first. No diet could have helped the “Playboy” keep up with the younger, stronger, faster group of Superstars, who left Rose flat on his back.
#5 Leaping Lanny Poffo
The “Poet Laureate of WWE,” Leaping Lanny was always ready with a witty rhyme, scribbled out on a frisbee. It seemed that at a moment’s notice, he could craft a poem to call out Superstars for their evil acts or celebrate huge events like WrestleMania. Villainous Superstars could muster little verbal recourse against Poffo’s intellectual verses. However, once Leaping Lanny tossed out his frisbees, it was a different story.
Poffo was more than capable when the bell rang. In an era of extra-muscular competitors, Leaping Lanny lived up to his moniker, moving around the squared circle with speed and grace. He was one of the few competitors of his era to utilize aerial maneuvers, including the moonsault. Unfortunately, Lanny’s leaping ability couldn’t outmatch the size and strength of his opponents, who more often than not defeated him. Still, Poffo’s way with words made him one of the more beloved Superstars of the 1980s.
#4 Duane Gill
Fans of WWE’s Saturday afternoon programming from the 1980s and 1990s probably remember Duane Gill. The skinny, bleach-blond competitor showed up week after week in his bland singlet and caught hell from Superstars like The Undertaker, Mr. Perfect, Razor Ramon and countless others.
Gill eventually grew tired of losing, so he set out to find a way to come off more intimidating, in hopes of getting inside his opponents’ heads. He shaved off his mullet, traded in his singlets for a pair of black trunks and spent several dollars on a dazzling pyrotechnic display for his entrance. OK, they were sparklers, but they still signaled Duane Gill’s transformation into Gillberg, a low-rent version of WCW’s Goldberg. The transformation brought Gill a modicum of success, as he surprisingly captured the WWE Light Heavyweight Title from Christian. After losing the title to Dean Malenko, Gill was seen sparingly in WWE, most memorably returning when The Rock wanted to take a dig at Goldberg in 2003.
#3 Barry Horowitz
Perhaps the most prolific loser in WWE history, Barry Horowitz went years without winning. The WWE Universe saw it as a foregone conclusion whenever he stepped in the ring. Still, Horowitz plodded on, trying to remain positive by patting himself on the back before every bout. More often than not, Horowitz ended up on his back, being pinned by countless Superstars.
Eventually, Horowitz’s upbeat outlook paid off. He found himself across the ring from Bodydonna Skip in summer 1995. Skip thought he was in for an easy night and began to show off. He hit the mat to do a few pushups when Horowitz snuck up next to him. The perennial loser trapped Skip in a three-quarter nelson and rolled him up for a three count. The WWE Universe exploded in approval as Horowitz jumped for joy. Announcer Jim Ross excitedly, but succinctly, summed up the moment on the microphone by exclaiming, “Horowitz wins! Horowitz wins! Horowitz wins!”
#2 S.D. Jones
Longtime WWE fans will remember S.D. Jones. The man from Philadelphia by way of Antigua was a mainstay in the squared circle during the 1980s. With a perpetual smile, “Special Delivery” faced the biggest names of the era, and though he was often on the losing end of things, his tenacity in the squared circle earned him the respect of his fellow Superstars and the WWE Universe. Still, he’s probably best remembered as being on the wrong end of King Kong Bundy’s Avalanche at the first WrestleMania, falling to the monster in just nine seconds.
Despite his record, Jones came back for more each and every week. A reliable hand in the ring, he became the go-to tag team partner for Superstars in need of help. One of the highlights of S.D. Jones’ career came when he teamed up with “The Eighth Wonder of the World” Andre the Giant to take on Big John Studd and Ken Patera.
#1 Brooklyn Brawler
He dressed like a bum and had the win-loss record to match. Clad in dirty jeans and a torn New York Yankees shirt, The Brooklyn Brawler was one of the longest-tenured Superstars in WWE history. Unfortunately, he didn’t pick up too many wins along the way. He took on nearly every major name to step through the ropes, but couldn’t seem to find the winning combination. Even Bobby “The Brain” Heenan couldn’t help the Brawler get his hand raised, dumping the New Yorker after a few months.
However, every dog has his day eventually. The Brawler’s came in 2001 on SmackDown when he found himself standing across the ring from Triple H. The Game looked to have things wrapped up until Chris Jericho interfered, giving Brawler the opening to pin Triple H in one of WWE’s most shocking upsets.