Harry Greb 261 wins (48 K.O.) 19 losses 18 draws
Harry is underrated in my opinion & doesn't get much recognition because of the lack of film. Greb was the ever in your face nightmare, the supreme swarming style fighter. “The Human Windmill” had unending stamina, and he kept coming and you could not stop him. He had great hand speed and an iron chin. He was a whirlwind in action from the moment the opening bell rang. He could wear down any opponent given enough rounds. He sapped the energy out of his foes and battered them mercilessly from all directions. He was a ruthless master of infighting and was not adverse to using dirty tactics. Greb stayed in shaped by fighting often averaging about 22 fights a year, and in 1919 fought 45 times. At his peak he weighed between 158 and 165 pounds at 5 ft. 8in., and he often fought men who outweighed him by as much as 40 to 80 pounds. Many consider Greb as the greatest middleweight champion ever. At his peak, he was unbeatable, defeating virtually every middleweight, light heavyweight and heavyweight of his generation. Not even Armstrong can compare to Greb in terms of his speed, maneuverability and durability. He combined the speed of Ray Robinson, the durability of Jim Jeffries, the stamina of Henry Armstrong, and the unbridled ferocity of Stanley Ketchel with a will to win unsurpassed in the annals of sport. Greb’s record is virtually unbelievable. He defeated 18 men who held, had held, or would hold world championships, and this at a time when there were only 8 divisions in boxing and one champion in each division. Great fighters of his era spoke very highly of Greb. What really makes Greb stand out is he did not draw the color line and he fought with one eye most of his career. He is the only man to beat Gene Tunney and he gave Jack Dempsey all he can handle in a sparring match. He also fought against Battling Levinsky, Mike O'Dowd, Mickey Walker, Tiger Flowers, Jack Dillion, Tommy Gibbons, Mike Gibbons, Jack Blackburn, Tommy Loughran and Maxie Rosenbloom.
Sam Langford 200 wins (130 K.O.) 47 losses 46 draws
Sam Langford, known as the “Boston Terror” or the more popular nickname of "The Boston Tar Baby," is the greatest fighter to never win a world boxing championship. He was the most avoided fighter in the illustrious history of boxing. Despite often being outweighed by 20 to 50 pounds in many of his fights, he scored more knockouts than George Foreman and Mike Tyson combined. Fighting from lightweight to heavyweight Sam Langford took on all the best fighters of the first two decades of 20th century. He spent the last years of his fighting career virtually blind where the bulk of his losses occurred, although he still won a number of fights impressively by knockout. He was an amazing fighter. Langford was a short, stocky, long armed and powerful puncher. He had huge shoulders and massive back muscles. He was known for his quick hands, debilitating left jab, crushing hook, powerful right cross, smashing uppercut and devastating body punches. He was equally adept at punching from long range or short punches at close range. When he had his opponent hurt he was a deadly finisher. Sam was also an outstanding defensive fighter; a master at blocking an opponents leads with an open glove with the rear hand in proper position, a master glove blocker and counter puncher as well as a fighter who would duck and counter putting his whole body into his blows. Sam had the perfect balance, timing and leverage of a great puncher. He also had an outstanding chin and was able to absorb the punishing blows of much larger men. A terror on offense and a master of defense Sam could do it all. Langford was a master at the art of feinting. Langford wasn't simply an all out slugger. He was smart and crafty and knew how to out-think guys in the ring. He could fight inside or outside and was impossibly strong. He was decades ahead of his time. Sam fought against Joe Gans, Barbados Joe Walcott, Joe Jeannette, Jack Blackburn, Staney Ketchel, Philadelphia Jack O'Brien, Harry Wills, Sam McVea, Tiger Flowers and Jack Johnson.
Toughguy this is an incredibly difficult question to answer. Two of my favorite boxers in a fantasy match. I have no doubt in my mind Harry can pull off a win against Sam but, I also know Langford can beat Harry. There will be blood my friend. Greb will give Sam all he can handle by just fighting on his toes and throwing fast combination. Fighting Greb was like fighting a man with eight arms. Sam will get some big shots in too. I don't see either men getting floored. I have Greb winning by decision. If these two greats start a rivalry I can see some draws and Sam getting a few wins of his own. However, I think Greb would have more wins than losses. I'm putting my marbles on Greb.
Jack Dempsey said that Greb was “The fastest fighter I ever saw. Hell. Greb is faster than Benny Leonard."