5<\/p>\n Crawford is top of Ring Magazine’s famous pound-for-pound rankingCredit: Esther Lin\/Showtime<\/p>\n In a punch-perfect display, Crawford<\/a> also became the first male three-weight undisputed champion in the four-belt era.<\/p>\n As he approaches the twilight of his career, ‘Bud’ has teased both retirement and an appearance at middleweight<\/a> over the last few months.<\/p>\n Although esteemed sports journalist Chris Mannix has since reported that Crawford is planning his return for March 2026. <\/p>\n While we await an official announcement, ‘BoMac’ was asked on talkSPORT Boxing to predict the outcome for two fantasy match-ups.<\/p>\n Terence Crawford’s trainer didn’t hesitate when asked if he’d beat Floyd Mayweather and Sugar Ray LeonardTerence Crawford vs Sugar Ray Leonard<\/p>\n When McIntyre considered how Crawford would do against a prime Sugar Ray Leonard, he was confident with his response.<\/p>\n He stated: “Bud, definitely Bud. Bud would definitely win.” <\/p>\n During Leonard’s 20-year career, his blinding speed and ability to adapt in the ring made him a tricky opponent for most, including Roberto Duran.<\/p>\n ‘Sugar’s resume is undeniably stacked, but many believe Crawford’s killer instinct would ultimately seal the deal.<\/p>\n The pair do share similarities in terms of sheer talent, but Leonard would have an undeniable size advantage over Crawford who started his career in the lightweight division.<\/p>\n Although ‘Bud’s recent step up to fight Canelo Alvarez<\/a> certainly proved that he can outbox a bigger opponent.<\/p>\n 5<\/p>\n Sugar Ray Leonard is a true boxing legend having won world titles in five weight classesCredit: Getty 5<\/p>\n Crawford is eyeing a move to middleweight to extend his impressive run on the pro scene so farCredit: Mark Robinson\/Matchroom<\/p>\n Crawford is hot in the pursuit of the status that Leonard reached, and some would say he isn’t far from it.<\/p>\n ‘Bud’ has already joined Leonard in an elite group of five-weight world champions.<\/p>\n Leonard achieved the feat in 1988 while building his reputation as one of the best fighters of his generation, if not all time.<\/p>\n Terence Crawford vs Floyd Mayweather<\/p>\n Like Leonard, ‘Money’ also held titles across five weight classes and cemented his place as boxing royalty before Crawford.<\/p>\n Although McIntyre sees a theoretical fight between ‘Bud’ and a prime Floyd Mayweather Jr ending one way.<\/p>\n McIntyre said: “He’d stop him probably.”<\/p>\n 5<\/p>\n Mayweather is considered one of the greatest boxers of all timeCredit: Getty 5<\/p>\n Crawford is undefeated in 41 professional bouts and was the first undisputed champion in the four belt eraCredit: Getty<\/p>\n Mayweather Jr helped shape an era in the sport, having conquered pound-for-pound legends like Manny Pacquiao<\/a>, Oscar De La Hoya and Alvarez.<\/p>\n Although Crawford also went the distance with Alvarez and came out on top, having stepped up two weight classes to action their bout in September.<\/p>\n The Omaha puncher is widely considered a defining figure of the modern era, having beaten everyone that has been put in front of him.<\/p>\n While Mayweather is viewed by many in the boxing fraternity to have possessed one of the greatest defensive skillsets of all time, Crawford’s constant pressure could wear him down.<\/p>\n If Crawford’s consistent success is anything to go by, McIntyre is right to put his faith in him beating boxing greats like Leonard and Mayweather.<\/p>\n Watch Eubank Jr vs Benn 2 with DAZN<\/p>\n *If you click the link in this box, we will earn affiliate revenue<\/p>\n The Chris Eubank Jr vs Conor Benn rematch is almost upon us, and you can watch all the action with DAZN<\/a>.<\/p>\n You can currently get a 7 day free trial of DAZN when you purchase this fight, click the link below to view options.<\/p>\n![\"Terence](\"https:\/\/www.newsbeep.com\/uk\/wp-content\/uploads\/2025\/11\/regfds.jpg\")
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