Ready for a Fresh Start or Your First Step?

The What’s Your Boss

90-Day Remote Internship

Program

Now accepting applications for high school graduates, college students, recent college graduates, and career changers across Jamaica.

Apply Now

Program Overview

If you are looking to gain real-world experience, transition to a new career path, or explore a new opportunity, this internship offers a valuable starting point. Experience is not required.

You will participate in a structured 90-day remote internship, selecting from one of four focus areas:

Digital Marketing

Contribute to social media, advertising, content development, email marketing, and analytics.

Business Operations

Develop systems for workflow, team coordination, admin tasks, and client support.

Finance

Learn budgeting, bookkeeping, financial tools, and strategic decision-making.

Hospitality

Gain exposure to guest services, operations, property management, and short-term rental systems.

This internship is ideal for:

High school graduates ready to enter the workforce.
College students or recent graduates seeking hands-on experience.
Professionals seeking to transition into a new field or industry, including those moving from the public sector to the private sector.

Applicants must demonstrate reliability, a willingness to learn, and the ability to work independently.

What You Will Gain

Practical, Hands-On Experience

Work on real projects that support real businesses. This is not theory or simulation. Your work will have real impact.

Mentorship and Weekly Guidance

Receive direct mentorship and support from experienced professionals. Feedback and guidance will be provided to support your growth.

Flexible Structure

Designed with weekly deliverables that allow for flexible work hours and self-paced completion, fitting around your schedule.

Pathways to Employment

High-performing interns may be invited to join one of our companies in a paid role. Showcase your skills and fit.

Cultural Fit Evaluation

An opportunity for both you and our team to assess alignment in communication, collaboration, and consistency.

Skill Development

Develop in-demand skills in your chosen focus area, preparing you for future career opportunities.

Program Snapshot

The internship is 90 days in duration. Start dates will be provided to accepted applicants.
All activities are conducted remotely. You may participate from any location in Jamaica.
Interns are responsible for completing weekly deliverables and participating in scheduled team check-ins.
No Cost: There is no cost to apply or to participate.
You must have access to a computer or tablet with reliable internet access.

Who Should Apply?

This internship is for individuals who are committed to growth and ready to take the next step in their development. Ideal applicants include:

High school graduates.
College or university students seeking real-world experience.
Recent graduates exploring new opportunities.
Professionals looking to shift careers or explore a new industry.

Applicant Must-Haves:

Be based in Jamaica.
Have access to a computer or tablet with internet connectivity.
Be able to commit to the full 90-day internship.
Be consistent, communicative, and willing to learn.

Ready to Apply?

This is a competitive program and we will only be selecting a limited number of interns. If you are interested, please follow the steps below to complete your application:

Click the Apply Now button below.
Fill out the application form with your contact details, educational background, and area(s) of interest.
Write a short paragraph explaining your interest in the program.
Submit the form.
Look for a confirmation email within 2 to 3 business days. If shortlisted, you may be contacted for a short virtual interview.

Application Requirements

Must reside in Jamaica.
Must have access to a computer or tablet with internet.
Must be able to commit to the full 90-day experience.
Must complete and submit the full application form.

Click below to begin your application

Apply Now