Born Exeter 30 September 1994.

Ollie was in the Under 16 development squad at Exeter City's Centre of Excellence in 2009/10 during which time he played in a FA Youth Cup against Cheltenham in October 2009. Ollie progressed as a trainee between 2010 and 2012 before being offered a professional deal in 2012/13.

Ollie was released early by City after spending time on loan at Barnstaple Town. He then moved on to Bath City and, in 2013/14, was at Weston-Super-Mare where he made 35 appearances in all competitions.

Ollie played for Paulton Rovers and Evesham Town (2014/15) and Frome Town, at the start of 2015/16, whilst studying at Hartpury. Later in 2015/16 Olie signed for Truro City with whom he remained until summer 2017. Ollie then played thirty times for Tiverton Town between August 2017 and January 2018 before rejoining Frome.

After a season-and-a-half at Badgers Hill, Ollie signed for Salisbury in the summer of 2019 and spent three seasons in Wiltshire before signing once again for Truro City at the start of 2022/23. By this time Ollie had played nearly three hundred games at National League and Southern League level although he was to be released in May 2023 folowing Truro's promotion to National League South.