Before his coaching career, Jaramillo was a minor league outfielder from 1973 through 1976. He batted left-handed and threw right-handed. Jaramillo played four minor league seasons for the Rangers, but he never reached the major league level as a player.
Coaching career
Jaramillo started his minor league coaching career in 1983 and served as a manager in the minors from 1984 to 1986. He then became a minor league roving hitting instructor and worked in that capacity through the 1989 season. In 1990, Jaramillo joined the Houston Astros coaching staff after Art Howe was named the team manager. From 1990 through the 1993 season, Jaramillo was the Astros' major league batting coach, where offensive records were consistently broken each year, and Jeff Bagwell earned Rookie of the Year in 1991. He served as manager of the Bend Rockies for one season in 1994. Prior to the 1995 season, Jaramillo was named as the Texas Rangers' major league hitting coach. From 1996 through the end of the 2004 season, the Rangers ranked in the top five in the American League in team batting average, runs scored, slugging percentage, home runs, and hits. In 1999, the Rangers led all of MLB in hits, slugging percentage, and team batting average. In 2005, the Rangers hit 260 home runs, the second-highest total in MLB history. In 2008, the Rangers were first in runs scored, hits, and home runs. During his time with Texas, his hitters won 17 Silver Slugger Awards, four MVP Awards, three home run titles, two RBI championships, and a batting title. Jaramillo also guided the Rangers to 13-consecutive seasons in which the offense recorded more than 800 runs scored, the longest streak by any major league team since the New York Yankees accomplished the feat in 17-straight seasons from 1926-42. When the New York Mets were in search of a new major league manager in 2004, General Manager Omar Minaya interviewed Jaramillo as a possible managerial candidate. Jaramillo was among the final two candidates for the position, but Willie Randolph was ultimately selected as manager. Following the 2009 season, Jaramillo announced that he would not remain with the Rangers, opting to seek out other opportunities. He officially signed with the Cubs on October 21, 2009, as their major league hitting coach. While Jaramillo was credited with the development of young Cubs phenom Starlin Castro, he was dismissed by the team on June 12, 2012.