He was originally signed as an amateur free agent by the Boston Red Sox in September 1999. The Red Sox released him following the 1999 season and then re-signed him as a free agent in December 2000 after he spent the 2000 season with the Yokohama BayStars. He was granted free agency again in October 2001, after serving the required time to acquire free agency.\n', '

After sitting out the 2002 season he signed with the Cleveland Indians as a minor league free agent and made his Major League debut for the Indians on July 13, 2003 against the Chicago White Sox. He pitched in 33 games for the Indians, registering an ERA of 2.13.\n', '

In 2004, Betancourt went 5-6, his first full season in the Majors.\n', '

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