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JailBird Free / Bio

Rob was born at the Groton Naval Sub Base in Groton, CT. When he was 6 months, his father (retired Cmdr. Michael Gilmore) was transferred overseas to Wick, Scotland where they would spend the next 3 years. Then they returned to the states moving up and down the east coast every few years.

Rob's father is a saxophone player who spent a couple years studying at Berkelee School of Music before joining the Navy. He would teach Rob, and his other four siblings, to read sheet music at church, how to tell if an instrument is in tune, and all kinds of songs with various instruments. Rob used to wake up some mornings to his dad playing the bagpipes.

When Rob was too little to even be able to hold a guitar properly he took in an interest in it. His oldest brother, also Mike, had an electric guitar he would frequently 'jam' on. It wasn't long until Rob's brother and father taught him to play his first chord progressions and melodys on an actual guitar.

Starting out with an avid interest in being the lead guitarist, Rob would work on scales constantly trying to achieve maximum speed and fluency. He looked up to such guitar greats as Jimi Hendrix, Tim Reynolds, Martin Sexton and many others for inspiration.

After Rob had been in a couple local bands as the "lead' guy he decided that he wanted to be the 'front man' and wanted to write his own songs the way he wanted to write them. He was a bit shy on stage at first, but quickly broke out of his shell and became popular among local musicians or writing catchy tunes with cool lyrics. This excited Rob and fueled as obsessive need to write songs more personal and inevitably, darker.

Exploring the life and the world and all it's experiences, Rob decided that he wanted to express tragedy, hopelessness, and sadness in a way that he had only seen or heard of. He had had a good upbringing and a lot of compassion toward people, so those two things combined manifested into this dark, twisted adventure story that he ended up calling life.

What started as experimental research, turned into disoriented focus and loss of direction which itself tapped into a primal need. This need choked the life out of the creative part of Rob's mind and made him forget himself and where he was heading. He underestimated the power of certain demons and where he thought he could overcome and help through experience, he needed that help himself. It took years being in and out of jail, embarrassing families, loveless relationships and childless children for Rob to see a light at the end of the tunnel.

Everyone in his life that meant anything to him had abandoned him and for good reason. Then one day Rob wakes up out of a stupor, staring at the ceiling and wonders how he could change everything, if that was even possible. He stands up and hears a loud voice on the T.V. say, as if to him, "You've done enough research, haven't you?" And everything just kind of clicked. He wasn't right in the head yet, but that ignited some spark that reminded him of who he was.

What happens next is all written in song...

General Info

Band Members
Rob G. - Vocals
Artist Name
JailBird Free
Profile Page
Active Since
Americana / Singer/Songwriter / Acoustic

Contact Info

Mansfield, CT

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