25. Andy Roddick

Andy Roddick first came up as a youth prodigy. Hailing from Texas, Roddick was ranked as the No. 1 junior player in the world before breaking through professionally. By age 21, Roddick had a spell in which he was the No. 1 professional men’s player. This didn’t last very long — as Roddick was beset by some inconsistency. Though his powerful serve and athletic ability made him a very talented player, Roddick only came away with one Grand Slam title throughout his career. Thus, it limits his ceiling as it pertains to this piece.
24. Jim Courier

Prior to Andre Agassi and Pete Sampras making waves, Courier carried the torch — along with Michael Chang — as one of the better American tennis players during the late ’80s/early ’90s. A winner of four Grand Slams, Courier won an impressive 506 matches during his professional career. He even held his own against the best competition — as Courier finished with winning percentages north of .500 in head-to-head matchups against the likes of Agassi, Stefan Edberg, Thomas Muster, Jimmy Connors, and John McEnroe.
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