Led by industry veteran Jerome Hamilton, our firm has not only withstood the evolving landscape but has set new standards, leaving an indelible mark on the Jamaican music business. The Clarendon-born trailblazer, ventured into the entertainment industry during his university years at the University of the West Indies (UWI). With over a decade of experience, Hamilton, alongside his partners, initiated Headline Entertainment after successfully navigating the scene.

Since its inception, Headline Entertainment has grown to become the leading agency in the Caribbean, representing artistes from Jamaica, the wider region, North America, Europe, and Japan.

Headline Entertainment specializes in artiste representation, event coordination, production, and logistics management and boasts a roster of diverse talents. Our success is underlined by the achievements of major clients such as Sean Paul and Damian Marley, with a notable feat of having four acts simultaneously in the Billboard charts. Through a commitment to core services, the company has not only thrived but has influenced the industry by setting new standards for business best practices.

Registered in Jamaica with global linkages, Headline Entertainment boasts a resourceful team of expert agents capable of negotiating balanced deals. Our network of local and remote agents efficiently manages engagement contracts, ensuring a seamless experience for our clients from the first touchpoint to the last note. The Board of Directors, comprising Managing Director Jerome Hamilton, Artiste Manager Allison Hunte, and Attorney-at-law Richard Rowe, guides the daily operations with a reputation for transparency and ethics.

The objective of Headline Entertainment is to deliver specialized services, fostering synergies between the private and public sectors with an interest in local culture, co-marketing options, and global growth optimization. Our activities are culturally-based, and our strategy involves pairing bankable talent with serious buyers for mutual reward, which has been done successfully for the past two and a half decades. Our approach is particularly client-focused, ensuring that the needs of our clients remain at the forefront of our operations.

Headline Entertainment continues to shine by keeping the positive spotlight on the Caribbean entertainment industry. With a legacy built on professionalism, transparency, and a commitment to excellence, we remain dedicated to showcasing the vibrant talents of the region to the world.