He was signed as an amateur free agent by the Yankees at the age of 16. His minor league career spanned two years and included a failed attempt as a pitcher as well as two years of military duty. He played five seasons in Major League Baseball, from 1952 until 1956, for the Cincinnati Reds (known as the Redlegs for part of his tenure) and Philadelphia Phillies, primarily as an outfielder.
His career was cut short because of phlebetis.
Greengrass shares with People’s Dillon the record for the most doubles hit on the opening day of the Major League Baseball season, with four doubles for the Reds on the 13th of April, 1954.