Ryan Kittman Rupe (born March 31, 1975) is a former right-handed pitcher in Major League Baseball.

Rupe made his major league debut in 1999 for the Devil Rays, pitching in 24 starts while finishing with an 8-9 record.

Rupe had a 2.7to1 strikeout-to-walk ratio and 6.7 K's per nine innings, above-average totals in areas that are strong indicators of future performance per Epstein.

Rupe spent the majority of the season at the AAA level, appearing in just 4 games for the Red Sox.

For the 2005 and 2006 seasons, Rupe spent time in the Los Angeles Dodgers and Florida Marlins minor league systems.