Will Dailey, who just won Best Male Singer/Songwriter at the Boston Music Awards, started playing his wee guitar through a wee amp - bought with money from his piggy-bank savings - at age twelve.  He played his first pub show at 16, and has been playing theaters, clubs, living-rooms, and local drinking establishments across the country ever since.  Dailey is dedicated to the musician's lifestyle, saying, "It is all I have ever done and all I will ever do."

It is well documented that Dailey sold his little red Civic to pay for the release of his debut album in 2004, aptly named Goodbyeredbullet. With no money left over for touring, Dailey relied on the support of friends, family, and fans to help him get his music out to audiences around the U.S.  He says of his life on the road, "I was making a living. Not by Rolling Stone standards, but it was certainly a success to be doing what I wanted." Dailey became a testament to the fact that DIY artists can, and do, succeed.   

On his own, without the backing of a major label, Will amassed a mailing list of over 25,000 and developed street teams not only around the States, but in Brazil, Canada, and reaching as far as Australia.  His songs have appeared in shows like, "Surface" and MTV Real World's Battle of the Sexes, VH1 Fashion Awards shows, MTV & other Viacom commercials, and in many independent movies, as well as skateboard, snowboard and ski videos. 
Using the money from the success of his debut album, with over 10,000 CDs sold, Dailey headed to Los Angeles.  After many successful shows at such landmark venues as The Viper Room and Hotel Café, he hit his first indie artist road bump: He wound up in the emergency room with appendicitis and without health insurance.  And with more medical bills than Ron Burgundy has chest hair, Dailey had to abandon the pursuit of recording a new album.  Playing shows became a means of survival as he tried to earn enough money to pay off hospital bills. Dailey returned to Boston, but almost immediately got a call from his manager in LA saying that he had a record deal for him and that his next album could begin ASAP. 
The new album, Back Flipping Forward, is already generating tremendous buzz even before its release.  Dailey is being compared to artists like Jeff Buckley, Martin Sexton, and Ben Harper.  Dailey can't wait for the release and subsequent tour, saying: "I have a car, a real guitar, an amazing band backing me up, fans all over the country that are like family and family that are like fans." Things are certainly looking up for Will Dailey, so be sure to look out for him.