Owner of Toronto's The Village Ink tattoo shop which was voted Toronto's Best Tattoo Shop by the readers of Now magazine in 2017. The shop was his inception, but he does not actually personally tattoo anyone. He has over 40 of his own, however.
He achieved an LLM in International Business, Trade and Tax Law from Harvard Law School in 2009 and he worked as a photographer and graphic designer for 17 years before opening The Village Ink.
He's also philanthropic and has participated in the The Ride to Conquer Cancer, a cycling trip through Niagara Falls sponsored by the Princess Margaret Cancer Centre.
He's called his father Hal his greatest inspiration.
Rapper Drake is his cousin and Silverstein's brother Jonny is Drake's assistance.