Gammons was a featured writer at The Boston Globe for many years as the main journalist covering the Boston Red Sox. He still resides in Massachusetts.
Between his two stints as a baseball columnist with the Globe, he was lead baseball columnist for Sports Illustrated. Since 1989, he has worked at ESPN as an in-studio analyst. During the baseball season, he appears nightly on Baseball Tonight and has regular spots on SportsCenter, ESPNEWS and ESPN Radio. He writes an Insider column for ESPN.com and also writes for ESPN The Magazine.
Gammons is regarded as one of the top reporters in sports and is known for his high-profile interviews and his network of sources which allow him to report on major events (such as trades) days before they are official. His knowledge has earned him the nickname "The Commissioner." He is regularly interviewed on radio and television programs. Gammons has also authored numerous baseball books, including Beyond the Sixth Game.
He was voted the National Sportswriter of the Year in 1989, 1990 and 1993. He has also been awarded an honorary Pointer Fellow from Yale University. In 2004, Gammons was selected as the 56th recipient of the J.G. Taylor Spink Award for outstanding baseball writing, given by the BBWAA, and was honored at the Baseball Hall of Fame on July 31, 2005.
Gammons is also a noted fan of indie rock, and is active in the Boston indie rock scene when his other commitments allow him the time; he has been sighted at several Midnight Oil shows, and has mentioned the band in several columns.