Old Tom & The Lookouts/Billy Dodge Moody

Led by Alex Calabrese, Worcester-based folk project, Old Tom & The Lookouts blend the introspective grit of Americana with the emotional rawness of Indie-Rock. Known for their brooding lyrics and powerful storytelling, the band explores themes of mental health, love, and resilience. Drawing influences from artists like Counting Crows, Pinegrove, and The Band, Calabrese’s evocative vocals and poignant songwriting strike a chord with listeners searching for authenticity and emotional depth.

“Old Tom & The Lookouts doesn't sugarcoat the realities of life in the Northeast. But they presented it. Scars and everything. Set against the backdrop of a tragic but hopeful American melody.” - EARMILK

Old Tom & The Lookouts

Life moves in seasons. Between birth and death, we experience joy, pain, loss, triumph, and everything else in between. The human condition hinges upon such instances of constant change. Boston singer and songwriter Billy Dodge Moody ponders this ebb and flow on his third full-length and debut album for Pasadena Records, Condition. Over a patchwork of Americana, soul, and rock, he explores family dynamics, depression, marriage, and saying goodbye to friends and loved ones gone too soon with unfiltered candor.

Growing up on the outskirts of Boston, Billy picked up a guitar as a kid and never put it down. Inspired by everyone from Nirvana, Led Zeppelin, and Bob Dylan to Dave Matthews Band, Cat Stevens, and James Taylor, he absorbed a myriad of influences. In high school, he notably took guitar lessons from Chad Stokes of Dispatch and State Radio in between the occasional pickup hockey game together. Between attending Villanova University, he cut his teeth on the Boston music circuit. After a year-and-a-half on Capitol Hill as a press assistant, he relocated to New York, performing regularly around Manhattan. He unveiled his independent full-length debut, Dawn Breaks over Mystic, in 2014 followed by 2018’s Wildwood. Along the way, he attracted a growing fan base and earned ink from Boston Globe, Boston Magazine, and more. In 2021, he entered Zippah Recording in Brighton, MA to record Condition with producer and engineer Brian Charles. This time around, he tapped into the folk eloquence of Laurel Canyon with rustic Americana spirit.

​Billy Dodge Moody