3 open positions

Build your
career with
Bold.

We're growing and looking for driven, creative people to join our team. Whether you're closing deals, generating leads, or telling our story, there's a seat at the table for you.

View Open Roles Why Bold?

10+

Years in Market

T&T

Nationwide Reach

Open Positions

Bold

Culture & Support

Our Story

A decade of helping people buy, own, live and dream

Bold is the evolution - a brokerage that invests in its team the same way we invest in clients. With mentorship, modern tools, and a culture of collaboration, we make real estate more than a transaction.

We make it a rewarding career.

"When our people thrive, the agency thrives. We value people above process - our clients are family, our team are partners."

- The Bold Philosophy

Now Hiring

Open Positions

Full Time

◆

Real Estate Agent

Represent premium properties across Trinidad and Tobago. Build client relationships, close deals, and grow your portfolio with a brokerage that backs you at every step.

☉ Commission-based with competitive structure

◉ Flexible schedule, hybrid-ready

✓ Full marketing and admin support

Full Time

Contract

⚙

Content & Listings Coordinator

Take raw material — a listing, a photo, a market fact — and turn it into content that makes BOLD impossible to scroll past. Creative instinct required. Real estate literacy is not.

☉ Social media, listing production, brand content

◉ Flexible remote schedule

✓ Creative direction and brand guidelines provided

Contract

Part Time

☷

Administrative & Operations Assistant

Keep BOLD running smoothly behind the scenes. Manage inbound enquiries, coordinate listings logistics, handle website updates, and support the team so agents can focus on closing.

☉ Remote, part-time flexible hours

◉ Organised, detail-oriented, self-directed

✓ Real estate admin experience a plus

Part Time

Why Join Bold

Everything you need to succeed

◆

Digital-First

Connect where your clients already are. Modern tools, modern reach, modern results.

★

Proven Foundation

Over 10 years of success in the T&T market. A strong house with a fresh coat of paint.

↗

Growth and Rewards

Strong commissions, plus extra rewards that make every big win feel even bigger.

⬣

Team Culture

Win together, grow together. Flexible, collaborative, and built on mutual respect.

Every Bold Journey Starts Here

Apply for a position

Click Apply Now on any role above to get started. Each application is reviewed personally. Only shortlisted candidates are contacted.

↑ Select a role above to begin

Real Estate Agent — experience

Do you have prior experience in real estate? *

Have you completed any real estate or sales training?

Do you have a vehicle? *

Which areas of T&T are you most familiar with? *

Do you have an existing network of buyers, sellers, or property contacts in T&T?

Are you currently working at another brokerage or in another role?

When can you start? *

Tell us why you want to work with BOLD and what you bring to the team. *

Content & Listings Coordinator — experience

How long have you been creating content professionally? *

Tools you use regularly *

Portfolio or social media profile link *

Have you managed a brand's social media page before?

Available hours per week *

When can you start? *

This is a remote role with no daily check-ins. How do you manage your own deadlines and output? *

Monthly salary expectation (TT$) *

CV or work samples (PDF, link, or Google Drive)

Test brief

What we want to see

Visit boldpropertiestt.com/properties and choose any one listing. Then answer all three:

Write a Facebook caption for that listing. No exclamation marks. No clichés. Direct, confident, specific.
Describe how you would turn that listing into a 3-post content series. What angle does each post take?
Suggest one piece of brand content BOLD could post that has nothing to do with a specific listing — something that builds authority or trust with buyers and sellers in T&T.

Your test brief response *

Administrative & Operations Assistant — experience

Do you have experience in an administrative or operations role? *

Are you comfortable managing phone and WhatsApp enquiries on behalf of a business?

What tools or software do you use regularly?

Available hours per week *

Do you have reliable internet access and a working laptop or desktop? *

When can you start? *

Monthly salary expectation (TT$) *

CV (PDF link or Google Drive link)

Why do you want to work with BOLD? *

Applications are reviewed personally and on a rolling basis.
Only shortlisted candidates will be contacted.

Application received.

Thank you for applying to BOLD. We review every application personally.
If you're a fit, we'll be in touch.

Got Questions?

Frequently
Asked

Who is BOLD?+

Think of Bold as a fresh coat of paint on a strong house. The structure - 10+ years of proven success - hasn't changed. What's new is how we look, how we feel, and how we help our team succeed in today's digital-first world.

What is the company culture like?+

We value people above process. Our clients are treated like family, and our team members are supported as partners. When our people thrive, the agency thrives.

Can I work remotely or hybrid?+

Yes — especially for the Content and Admin roles. We believe in results, not time spent in an office. Our team has the flexibility to work where they're most effective.

What type of people thrive here?+

Ambitious, collaborative, and professional people who bring fresh energy, take initiative, and care deeply about their work. They value growth, teamwork, and the opportunity to elevate real estate across Trinidad and Tobago.

How do I apply?+

Select your role in the application form above, fill in your details and submit. Every application is reviewed personally. Shortlisted candidates are contacted directly.

Build yourcareer withBold.

A decade of helping people buy, own, live and dream

Open Positions

Everything you need to succeed

Apply for a position

FrequentlyAsked

Build your
career with
Bold.

Frequently
Asked