Diallang Jaiyesimi arrived in SE7 from Swindon Town during the winter of 2021, signing a three-and-a-half-year contract.

The Southwark-born wideman began his career with Dulwich Hamlet, captaining their U18s side and making five appearances before joining Norwich City in early 2016 after a successful trial period.

While at Carrow Road, Jaiyesimi took in season-long loans with Grimsby Town, Yeovil Town and Swindon Town, where he impressed to earn a permanent move after helping the Robins to the League Two title.

Jaiyesimi impressed on his return, registering four goals and four assists during the opening half of the 2020/21 season to secure a move to The Valley. 

His first full campaign with Charlton saw him make 36 appearances in all competitions, scoring twice.

Jaiyesimi joined AFC Wimbledon on loan until the end of the season in January 2023.

In September 2023, he completed a season-long loan move to Scottish Premiership side St Johnstone.