Riley signed with Brentford B on a one-year deal in August 2023 with the club option of an additional year.

He joined the young Bees having enjoyed a successful trial period with the team after leaving Tottenham Hotspur at the end of the 2022/23 season.

Riley featured for Tottenham 23 times during their 2022/23 Under-18 Premier League campaign, scoring three goals and making one assist.

He also featured once for Spurs in their UEFA Youth League campaign against Olympique de Marseille.