Gwynne's first media job was covering speedway at Belle Vue in Manchester for Piccadilly Radio in 1980. He moved onto local north-west football. Premium-rate telephone information services such as ClubCall gained popularity during the late 1980s and Gwynne worked for a cricket equivalent, "Cricket Call" covering Lancashire County Cricket Club between 1988 and 1991.
Gwynne's career path involved starting with speedway coverage at Belle Vue in Manchester before moving to local north-west football. He then worked for a cricket equivalent of premium-rate telephone information services, "Cricket Call," covering Lancashire County Cricket Club between 1988 and 1991.