As coach Raymond James Montgomery (born August 8, 1969) is an American professional baseball player and executive.

[1] He attended Archbishop Stepinac High School in White Plains, New York, and Fordham University.

One of Ray Montgomery's career highlights came on July 24, 1996, against the San Diego Padres when he hit a walk off home run as a pinch hitter in the tenth inning to give the Astros the win, 6-4.

In 2009, Montgomery turned down an offer to become the scouting director of the San Diego Padres because he had just moved to Connecticut and did not want to relocate.

[4] He served four years in that role, until he returned to the Brewers as their scouting director in November 2014.