Dennis joined the academy of Premier League club Arsenal at the age of six,[2] and went on to progress through various age groups. He later featured regularly for the club's U18 and U23 sides.[2]
Norwich City
On 28 July 2020, Dennis signed for EFL Championship club Norwich City following the expiry of his contract with Arsenal.[2] In his first season he featured for the club's U23 side in the EFL Trophy, scoring twice in four games.[3] On 13 August 2021, Dennis was sent out on loan to National League club Southend United for the duration of the 2021–22.[4] He went on to make 29 appearances and score 8 goals for the club before returning to Norwich City.[5]
Milton Keynes Dons
On 4 June 2022, Dennis signed for EFL League One club Milton Keynes Dons for an undisclosed fee.[6] He made his debut on 30 July 2022 as an 82nd-minute substitute in a 1–0 defeat away to Cambridge United.[7] Dennis scored his first goal for the club on 23 August 2022, in a 2–0 EFL Cup second round away win over Watford.[8] In January 2023 he joined League Two club Sutton United on loan until the end of the season, making ten appearances.[9]
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