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Gregan Wintour has work experience starting in 1984 as a Studio Technician at Stebbing Recording, where they worked until 1988. In 2000, Wintour joined Soundtrack Boston, initially as a Technician for the company and later becoming the Chief Engineering Technician. The exact dates for the roles at Soundtrack Boston are not provided.

Gregan Wintour earned an Associate's Degree in Applied Science - Audio Technology from South Plains College, which was completed between the years 1995 and 1998.