Jack started playing guitar at 18, while attending the University of Southern Maine. He would later earn his Bachelor's Degree in Media Studies with a concentration in writing, but his primary focus was developing his musical and performance skills. While at USM, Jack also spent time in theater and became a collegiate award winning actor (Irene Ryan nomination for portrayal of Puck in "A Midsummer Night's Dream") and playwright (production of original One-Act "Heavenly Match").

After quickly establishing a unique lead style, adding a modern melodic pop edge to blues voicings, Jack joined Boston jam/acoustic band Tables Up, and performed with them at festivals, clubs and colleges throughout New England.

For the next several years, Jack continued to play with original bands and also began studio session work with pop, blues and jazz singers, including work with producer Kenny Lewis of Mixed Emotions (formerly a producer and road manager of Stryper). Jack also studied audio production, and honed his skills working as a recording engineer at Tune Town Music Studios. This time was also personally significant as Jack got married and started a family.

While working with several classic rock bands, Jack self engineered and produced his three albums: Jacks & Aces, Singer/Songrocker and My Rebecca. In 2013 he had his first big break: while taking a hiatus from live performances to focus on studio work, Jack entered Guitar Center's Blues Masters competition featuring Joe Bonamassa. Out of over 2500 entries, he was hand selected by Bonamassa as one of the top 10 undiscovered blues guitarists in America, and was flown out to Los Angeles California to perform with Joe and his band at the legendary blues club, The Mint Theater. Later on in that same year, Jack's guitar interpretation of The Beach Boys previously unreleased track "Going To The Beach" became a top 10 winner in an international contest.

Currently Jack continues to record his original music and plays with Jack Fossett & Friends. He lives with his wife Shannon and daughters Annabelle and Celeste at the beach in Maine. Jack also surfs, paints, writes plays, practices martial arts as a second degree black belt, helps with his father's book business and cooks gourmet family cuisine.