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Wolfson was born in Petah Tikva, Israel in 1966. He spent much of his childhood with his grandfather, award-winning poet Y.Z. Shargel. It was through his interactions with his grandfather and his creative friends that Wolfson became interested in the art world.He began painting as early as age 5, often during school lessons (to the dismay of his teachers). He continued to explore his artistic talents in high school, painting murals on school walls