His parents Tom and Mary noticed his love for music at an early age and an ability to pick out melodies by ear on his first toy organ. They decided to give him classical piano lessons at the age of 10. While he showed promise as a pianist, his interest in classical music quickly waned. Luckily, they found another piano teacher who was more interested in teaching the chord structures of the popular songs with which young Glynn had become obsessed. From there, he taught himself how to play practically every song in his album collection by the likes of Billy Joel and Elton John.
At the age of 14, he borrowed a friend's guitar and taught himself how to play it using a Beatles chord book. Spending every available moment practicing guitar, he went from mastering the strumming techniques of The Beatles and Pete Townshend to teaching himself the more intricate finger-picking styles of Paul Simon and his acoustic guitar hero James Taylor. That love of both aggressive rock groups and sensitive singer-songwriters would remain with him throughout his playing and writing career.
Although introverted by nature, Glynn began to come out of his shell in his senior year of high school and played bass in the school's big band orchestra, sang harmonies in a double quartet ensemble, and got the lead role in the school musical Damn Yankees. That same year he formed his first rock band with fellow classmates Bob McKelvey and drummer Mark Ciardi. (Ciardi and Glynn still record and perform together to this day.)
McKelvey and Glynn went off to attend college at Umass Amherst and formed a new band in their junior year called 5-0 with saxophone player and fellow vocalist Pete Gervais. After college, they reunited with Ciardi, and the four lads spent the next 10 years as one of the most popular club acts in New England.
While 5-0 was an important launching pad for his songwriting, Glynn began to take the craft more seriously when they eventually disbanded, and he went on to form a new band called Big Dig with bassist Jim Rudloff and drummer Alex Thayer. The power pop trio was built on a mutual love of bands like Sugar and Semisonic who combined beautiful melodies, intricate harmonies, and loud guitars. Glynn's matured writing style and the band's unique sound immediately started getting noticed around Boston. James Taylor's brother Livingston was working as the A&R person for a new label called Blackstone Records, formed by music business tycoon Don Law, and loved Glynn's pop sensibilities. Big Dig's plans of being the first act signed to the new label ended abruptly, however, when Law decided to sell his entire company to Clear Channel and folded the budding label. Nonetheless, the songs Glynn wrote while in Big Dig made him a winner of the John Lennon Songwriting Contest, a Boston Music Award nominee for "Outstanding Songwriter", and led to being featured in Billboard magazine.
Glynn and Rudloff went on to perform shows as Tom Glynn Duo for a while and then joined up with drummer John Dorizzi and guitarist/producer David Rizzuti to record an album as Tom Glynn Band. The album entitled As Ever Goes began Glynn's journey into a more sophisticated and confessional style of songwriting.
After so many years of playing in bands, Glynn eventually decided to embark on a solo career and follow the path of some of his favorite performers like James Taylor, Shawn Colvin, and Joni Mitchell. He returned to his piano roots to record a live in-studio album called Passing Dream, which featured a reworking of his Big Dig song "Magic Bonnie Wonder" and a song entitled "Feels Like Rain", which he co-wrote with singer-songwriter Emily Zuzik. Zuzik recently recorded a new version of the song for her critically-acclaimed album The Wild Joys Of Living. Glynn was joined in the studio by drummer Rob Floyd, David Rizzuti on guitar and pedal steel, his former 5-0 bandmate Bob McKelvey on bass, and Zuzik on background vocals. An album release concert was performed at Rockwood Music Hall in NYC to a packed room. A song from the album entitled "Remember When" was featured on Showtime's popular TV series Californication.
A subsequent album called Blue You'll Do featured Glynn accompanying himself on a baritone acoustic guitar built by luthier David Berkowitz, which was specially modified and strung to act as a bass and guitar simultaneously. The album of finger-picked songs includes eight compositions by Glynn and two cover songs chosen specifically for their sound on this unique instrument - "Wichita Lineman" and "Operator". The album was self-produced by Glynn over the course of two snowy nights in a rented loft in downtown Northampton, Massachusetts. Blue You'll Do was featured on CBS' Sunday Morning in a segment by David Pogue of The New York Times, who is a fan of Glynn and the album.
Glynn was asked to perform solo acoustic for the first time at New York City's premier singer-songwriter venue The Living Room. As luck would have it, the room was filled to capacity that night since Norah Jones and her band The Little Willies also happened to be on the bill, and Glynn received a rousing response from the crowd. He became a regular fixture at The Living Room and performs there now with his new lineup, including Ciardi on drums, Ryan Gleason on bass, and Alvaro Kapaz on electric guitar. Gleason is part of a rhythm section duo called The Second Season with drummer Matt Musty, who also performs with Glynn at select shows. The live show ensemble has also included Felicia Collins of Paul Shaffer's band on Late Show with David Letterman, who calls Glynn her favorite artist in many years.
Glynn has recently been spending part of his time in Nashville where he has performed at the legendary Bluebird Cafe and is receiving praise and interest from several top publishers for the songs he has penned for country artists.