Will Dailey is an acclaimed independent recording and performing artist who has toured North America and EU with his authentic DIY approach for over a decade. His sound has been described as having a rich vintage appreciation of song craft and a live show that echos Springsteen energy and dynamic set lists leading famed Rock journalist Dan Aquilante to declare Dailey “the real deal”. Dailey's last album was met with stellar reviews over 11 million spins on Spotify top 20 on Billboard Heat Seeker chart and won Album of the Year in the Boston Music Awards New England Music Awards and Improper Bostonian Magazine. Dailey 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.  Most recently in 2016 he shared the stage with Eddie Vedder in Chicago and Boston supporting him on stage for the Hot Stove Cool Music Benefit where Vedder had Dailey play some of his own songs and sing a few duets. He has also shared the stage with  Willie Nelson, Roger McGuinn, G Love, Tanya Donelly, Steve Earle and many more. 

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.  In September of 2013 he played his fourth Farm Aid Concert along side Neil Young Willie Nelson Dave Matthews and John Mellencamp. Dailey's music has been featured on over 50 TV programs and films. His new album Golden Walker was just released in June of 2018 and hit #1 on Billboards Northeast Heat seekers. The Boston Herald called the album: “A new peak.” and named it a top albums of 2018. 

At the onset of the Covid lockdown and the cancelation of 2020 tours Dailey began streaming concerts from his shower through out March April and May of 2020. Through the month of June the shows have generated $34000 for non-salary employees of Boston Venues independent musicians and Chelsea. A Massachusetts city hit the hardest by the pandemic and the income inequalities it exacerbates.