Drafted by the Cleveland Indians in the 29th round of the 1980 Major League Baseball Draft, Fimple made his MLB debut with the Los Angeles Dodgers on July 30, 1983, and appeared in his final game on October 4, 1987. He attended college at Humboldt State University.
Fimple attended Montgomery High School in Santa Rosa, California but quit the school's baseball team after an argument with the coach. After high school, he enlisted in the United States Coast Guard. While in the Coast Guard in 1979, he attended an open tryout for the semi-pro Humboldt Crabs. His performance with the Crabs earned him an invitation to play college baseball at Humboldt State where he played for one season before he was drafted by the Cleveland Indians in the 29th round of the 1980 MLB draft.
Fimple made his pro debut for the Batavia Trojans of the New York-Penn League. Despite having future major league stars like Kelly Gruber and Dave Gallagher, the Trojans finished the season 30-43. The next season Fimple played for the Waterloo Indians of the Midwest League. During that season Fimple was the team's primary catcher. He batted .288 with 10 home runs and 21 doubles, showing speed not often found in a catcher. In December of 1981, the Indians traded Fimple along with pitcher Larry White and Outfielder Jorge Orta to the Los Angeles Dodgers for second baseman Jack Perconte and starting pitcher Rick Sutcliffe.

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