Rob started his career at Brightlingsea Regent, making his debut as the age of sixteen. He was part of the Regent squad that won promotion and subsequently moved to Championship side Millwall. On coming back into non-League, he has subsequently played and scored for Braintree Town and Leiston. His direct style, blistering pace and hardworking approach endeared him very quickly to the Brentwood faithful at the Arena, Rob re-joins ahead of the 2024/25 season.