Studied at Sedgwick-Russell Acting Studio in New York City.
Began acting as an improvisational actor at Gotham City Improv in New York City as member of the improvisational troupe named "Wet Pajamas".
In 1998 his high school basketball team (Westhampton Beach) won the New York State Class B Championship with an undefeated record of 28-0. Jermain was named New York State Class B player of the year.
First professional modeling job was with Ford Models in New York City.
Jermain's basketball jersey number 23 is retired at Westhampton Beach High School in New York.