Rich was born in Providence, RI to Allan and Joan Easterbrooks in 1964. In 1968 at 4, he moved to the Westville section of Taunton, growing up on the same street as his father, grandmother, and prior generations tracing back to the founding of Taunton.
Rich was educated in the Taunton Public School system: Edmund Hatch Bennett for elementary, Joseph P. Martin for middle, and finally Taunton High school class of 1982.