It was directed by Imoh Umoren and featured William Benson in the lead role alongside Saidi Balogun, Kelechi Udegbe and Martha Ehinome Orhiere.

[1] Other historical figures portrayed in the film include Alimotu Pelewura, leader of the Lagos Market Women's Association, Oba Eshugbayi Eleko, the Eleko of Eko at the time, Amodu Tijani Oluwa, the Chief Oluwa of Lagos and Henry Rawlingson Carr, educator and administrator.

[3] The film explores about 3 decades of Herbert Macaulay's life where he continually rebels against the colonial government.

Imo Umoren was inspired to make The Herbert Macaulay Affair while working on a documentary chronicling the 100 year history of Nigerian national figures.

[4] A reviewer for YNaija however commented that the film was one of the most memorable flops of the year 2019 due to "tepid technical details matched with a half-baked screenplay and wooden actors.