In 2017, it was announced that Wright had been elected as an International Boxing Hall of Fame member in the Modern Category, alongside Vitali Klitschko and Érik Morales, with the induction ceremony scheduled for June 2018.
He then went on a tear during his tour of Europe, winning eight straight in France, Germany, and Monte Carlo while only fighting in the United States once over the next year.
On August 21, 1994, Wright received his first title match against WBA light-middleweight champion Julio César Vásquez in Saint-Jean-de-Luz, France.
On February 4, 1995, Wright defeated Tony Marshall by unanimous decision to win the vacant NABF light-middleweight title.
Wright successfully defend his title in England three times; twice in Manchester against local fighters Ensley Bingham and Steve Foster, and Adrian Dodson in London.
Wright then traveled to South Africa where he lost his world title in controversial circumstances to the undefeated Harry Simon.
After a very close contest the fight was initially ruled a draw, then minutes later changed to a majority decision win for Simon due to an apparent scoring error.
Although some ringside fans and members of the media felt that Wright had won the fight, Vargas ended up winning a controversial majority decision.
However, because of the lack of money The Golden Boy was willing to give Wright for the fight, the deal fell through and Oscar fought Luis Ramon Campas for the WBA/WBC titles.
Wright went on to debut on National Television Las Vegas against Juan Carlos Candelo on March 1, 2003 in a title defense, winning a unanimous decision.
To the surprise of many, including Wright, Shane Mosley challenged Winky to a light-middleweight unification title fight on March 13, 2004.
Wright credits this fight as his greatest achievement in his career as he earned the respect and fan base of many that Félix Trinidad had behind him.
[8] As a result of his dominant victory over such a highly regarded opponent, many placed Wright among the top pound-for-pound boxers in the world.
Following his win over Trinidad, Oscar De La Hoya approached Wright with a $6 million offer, plus an additional $6 per pay-per-view buy above 600,000 homes.
"[9] After winning a unanimous decision over Sam Soliman in December 2005,[10] Wright faced off against undisputed middleweight champion Jermain Taylor on June 17, 2006, at the FedEx Forum in Memphis, Tennessee for the Lineal/The Ring/WBC/WBO titles.
[11] Both camps attempted at negotiating a rematch, but talks failed after neither side could agree on how to split the money—a problem attributed to Wright's insistence on parity and Taylor's reluctance to give 50 percent to a challenger.
Wright returned to defeat Ike Quartey at middleweight by a unanimous twelve-round decision at St. Pete Times Forum, Tampa, Florida in December 2006.
Now fighting with a sense of urgency, Wright gave Hopkins problems due to his tight defense guarding the cut and landing combinations from the outside.
Wright ended a 21-month layoff when he faced former welterweight title holder Paul "The Punisher" Williams in a middleweight bout at Mandalay Bay, Las Vegas in April 2009.
After several failed attempts to stay active after the one-sided sweep by Paul Williams, Wright decided to get surgery on his knee during his inactivity, in the summer of 2010.
Wright and Brewer were ready and set to do battle until weeks before the fight, the promoters shut the PPV matchup down due to poor ticket sales.
After a 3-year hiatus from boxing, Wright was expected to face Peter Quillin on May 26, 2012, but the date was changed to June 2, 2012 in order to satisfy the California State Athletic Commission.
Wright has previously entered into ventures and endorsements with brands such as Reebok, Vitamin Water, Rocawear, State Property and 2(x)ist men's underwear among many others.