Jack began his teaching career in 2009 and offers lessons in guitar, voice, banjo, ukulele, bass, and songwriting. Jack enjoys working with students of all ages and experience levels, and many of Jack’s students have gone on to record and perform their own original music.

Jack has performed at many Boston venues, including The Burren, Gallery 263, The Jungle, The Lilypad, and Club Passim. Jack has also been hosting shows with Somerville Songwriter Sessions since 2023. He has played with various local and touring acts, such as Gold Hoax, Old Tom & the Lookouts, and Banded Starling, as well as top-40 cover bands, Pop-Up Radio, and The Broken Heels. Jack released his fourth solo album, Dreams in a Jar, in April 2026.