Will's latest album, Golden Walker, has been met with stellar reviews and hit #1 on the Billboard Northeast Heat Seeker chart. The Boston Herald called the collection a "new peak." His previous album, National Throat, amassed over 9 million spins on Spotify and won Album of the Year in the Boston Music Awards, New England Music Awards, and The Improper Bostonian. Will, who is already a three-time winner of the Boston Music Award for Best Singer/Songwriter, also won Artist of the Year in 2014 and best male vocalist in 2015 and 2016.
In 2016 and 2017, he shared the stage with Eddie Vedder in Chicago and Boston for the Hot Stove, Cool Music benefit. He has also shared the stage with Willie Nelson, Roger McGuinn, Brandy Carlisle, G Love, and Tanya Donelly. In June of 2013 he was featured on a Stephen King/John Mellencamp project produced by T Bone Burnett called Ghost Brothers Of Darkland County, and, in that same year, also released an original song he wrote inspired by Jack Kerouac's Tristessa.