Vaughn attended New Canaan Country School in New Canaan, Connecticut. He played baseball for Trinity-Pawling School in Pawling, New York. He then moved on to play baseball at Seton Hall for head coach Mike Sheppard. While there he set the school record for home runs with 28. In his three years at Seton Hall he hit a total of 57 home runs and 218 RBIs, both team records. His teammates included seven-time All-Star and Hall of Famer Craig Biggio and Red Sox teammate John Valentin. Vaughn earned the Jack Kaiser Award as MVP of the 1987 Big East Conference Baseball Tournament while keying the Pirates\' championship run.\n', '

Vaughn became the centerpiece of the Red Sox\'s line-up in 1993, hitting 29 home runs and contributing 101 RBIs. In 1995, he established a reputation as one of the most feared hitters in the American League when he hit 39 home runs with 126 RBIs and a .300 average. He also garnered 11 stolen bases. His efforts, which led the Red Sox to the playoffs (only to lose to the Cleveland Indians in the American League Division Series), were rewarded with the American League MVP award.\n', '

Vaughn had his career year with the Red Sox in 1996, batting an average of .326, playing in 161 games, with 44 home runs, and 143 RBIs. On September 24, 1996, he hit three home runs against the Orioles, going 4-5 with five RBI in a 13-8 win. In a May 30, 1997 game against the Yankees, Vaughn went 4-for-4 with three solo homers in the Red Sox\'s 10-4 win.\n', '

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