Smyly Sickwitit (pronounced Smiley Sick-wit-it) is one of New England's most energetic and diverse emcees.  Hailing from Roslindale, Massachusetts in the late 1990’s. Smyly's trademark charisma and passion for his community bleeds into his music.  He has established himself as one of Boston’s premier artists with recognition in Source magazine’s Spit Sixteen and continues to perform throughout the region. 
In addition to his musical career, Smyly is an entrepreneur with other professional ventures.  Smyly is also a huge small business builder for brands throughout the world. He is a husband and father who balances love of art with love for the community. He is a regular performer and contributor to Annual Parades, National Night Out, community sport leagues and many other community events for over a decade. He is a well known mentor for giving back to schools, small businesses and performing outreach for various causes.  Smyly routinely participates in campaigns including participation in events for cancer awareness, veterans programs, and anti-drinking and driving education. He has been an avid participant in several, successful charity fundraisers.

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