Tiffee graduated from Sylvan Hills High School in 1997 and Pratt Community College (Kansas) in 1999.

Tiffee played with the Rochester Red Wings in the 2006 Governor's Cup International League Championship Series.

After playing parts of three seasons for the Twins from 2004-2006, Tiffee signed a minor league deal with the Baltimore Orioles on January 5, 2007.

On November 29, 2007, Tiffee signed a minor league contract with the Los Angeles Dodgers and was assigned to play for the Triple-A Las Vegas 51s.

He compiled a .250 average in six games with the Dodgers before being designated for assignment on June 7, 2008, to make room for Ángel Berroa.