Sherwood is a musician, story teller and a constant creator. He has penned tunes for many other artists as well as for theatre, film and television. He was named Contemporary Singer of the Year by the 2013 Canadian Folk Music Awards, Best Male Artist of the Year by the 2012 International Acoustic Music Awards and was the 2008 and 2010 Music Nova Scotia Musician Of The Year. Bob Mersereau of CBC Radio, Fredericton described him as “… a natural performer who entertains as much with his wit and stories as with his songs.”
Starting his music career as an in-demand saxophone player in Toronto, Sherwood soon began looking for an outlet for his poetic side. His unique musicianship combined with his tales of heart-break, victory and adventure quickly gained recognition as a solid performer, lyricist and player. This lead to a nomination for the 2011 ECMA award for Male Solo Artist Recording of the Year.