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As a teenager he swept the floors of a local barbershop and sold newspapers in order to buy sneakers and shirts. He developed his work ethic from the example of his mother, who died of an asthma attack when Dash was 15.
Dash met R&B singer Aaliyah in 2000 and dated her until her death on August 25, 2001 from a plane crash in The Bahamas.  They were planning to get married before her death.