# Island Outpost jobs and careers

> 0 open roles at Island Outpost as of October 23, 2026. Source: https://www.thejobsmap.com/company/island-outpost

About Us Island Outpost is a collection of distinctive hotels and villas in Jamaica known for their interesting character and expression that reflects the magic of music, each with its own rhythm, its own beat. As envisioned by Chris Blackwell, founder of Island Records, “Island Outpost is about a feeling. The rush of discovery. The joy of independence. The bliss of authenticity. It is really about the spirit, sensibility and heart.” Philosophy & Mission Island Outpost strives to provide guests with a level of service so natural, that they would feel as if they were staying in the home of good friends. The atmosphere will be casual and friendly and we will make each a fun place with fresh and local food and efficient and unobtrusive service. We will provide guests with distinct places that share a common sensibility or aesthetic that makes them appealing to a certain kind of person. The company is committed to creating a unique, personal, relaxed experience – places where one can put a little distance between themselves and the rest of the world. We will develop and operate each property in a responsible manner, in harmony with its local culture and environment. The company believes the strength in the brand stems from the continuous promotion of the individual character and expression of each property that reflects the magic of music, each with its own rhythm, its own beat.

## Key facts

| | |
|---|---|
| Open roles | 0 |
| Headquarters | Oracabessa, St. Mary, Jamaica |
| Employees | 350 |
| Industries | Hotels & Hospitality, Music, Travel & Leisure |
| Website | https://islandoutpost.com |

## Leadership

- Marika Kessler, Chief Executive Officer
- Jenny Grace, Sales & Marketing Manager
- Meg Friedman, Chief Financial Officer

## Common questions

### Is Island Outpost hiring right now?

Island Outpost has no open roles listed as of October 23, 2026. Roles appear here as soon as they are posted on Island Outpost's careers site.

### Where is Island Outpost headquartered?

Island Outpost is headquartered in Oracabessa, St. Mary, Jamaica.

### Who leads Island Outpost?

Marika Kessler, Chief Executive Officer, is at the top of Island Outpost's org chart.

### How do I apply for a job at Island Outpost?

Pick a role on Island Outpost's TheJobsMap page and select Apply. Every listing links to the original posting on Island Outpost's own careers site, so you apply directly with the employer.