Charles Cason Gassaway (August 12, 1918 – January 15, 1992) nicknamed "Sheriff", was an American professional baseball player, a left-handed pitcher whose 16-season (1937–52) playing career included all or parts of three seasons in Major League Baseball for the Chicago Cubs (1944), Philadelphia Athletics (1945), and Cleveland Indians (1946).

Born in Gassaway, Tennessee, he stood 6 feet 2 inches (1.88 m) tall and weighed 210 pounds (95 kg).

Gassaway won 153 games in minor league baseball, with a career high of 17 victories in 1944 for the Milwaukee Brewers of the top-level American Association.

He split 1946 between the MLB Indians and the Triple-A Oakland Oaks, working in 13 games for Cleveland (with six more starts) from July through the end of the season.

During his MLB career, Gassaway appeared in 39 games (with 19 starting assignments) and 1801⁄3 innings pitched, allowing 188 hits and 91 bases on balls.