 Kọ itẹsiwaju fun paragirafi yii - Lakoko ti o wa pẹlu Herald, Massarotti ni a mọ fun atilẹyin onigbọwọ rẹ ti awọn alakoso Red Sox tẹlẹ Jimy Williams ati Grady Little, laibikita awọn ipinnu ariyanjiyan Little lakoko Ere 7 ti 2003 American League Championship Series : ó ṣe tán. 