[2] Gillespie began working for the Birmingham superclub Godskitchen in a back-office role and later transitioned to talent booking.
Around the same time, electronic music artist Calvin Harris was also making his debut with his album "I Created Disco."
Together, Harris and Gillespie have collaborated with prominent artists in the music industry, including Migos, Frank Ocean, Nicki Minaj, Pharrell Williams, and many others.
[13][14] In 2022, Gillespie acquired Frontline Entertainment from Craig Dorfman, a talent company managing Jabari Banks and others.
[15] In 2023, Gillespie lead the funding for True Brit Entertainment, a theatrical distribution company founded by Zygi Kamasa focusing on British feature films and television.