Entry Level Real Estate Development Jobs in Hawaii

Looking for More Than Just Another Real Estate Job?

The Josh Jerman Team @ Hawaii Life Real Estate Brokers is seeking an organized, motivated, and service-oriented professional to work directly alongside Josh Jerman and help support the day-to-day operations of one of Maui’s leading real estate businesses.

This role is ideal for someone with experience in real estate administration, transaction coordination, operations support, escrow, mortgage, property management, or executive support who is ready to take the next step in their career.

We’re looking for someone who loves helping people, enjoys keeping projects organized, thrives on solving problems, and takes pride in making sure every detail is handled with excellence.

While you’ll begin by supporting the day-to-day operations of Josh’s business, we’re looking for someone who wants to grow with us for the long term and become a trusted operational team member.

About Us

The Josh Jerman Team is passionate about delivering exceptional service, creating memorable client experiences, and continually improving its systems and processes so they can best serve their clients and community.

What You’ll Do

You’ll become involved in nearly every aspect of Josh’s business, including:

Listing Support

Prepare listing paperwork and coordinate signatures

Assist with listing launch timelines

Coordinate photographers, videographers, stagers, inspectors, and vendors

Assist with MLS entry and listing quality control

Coordinate open houses and marketing preparation

Client Care & Communication

Serve as a primary point of contact for clients during active listings and projects

Help ensure clients feel informed, supported, and cared for throughout the process

Coordinate communication between clients, vendors, and service providers

Help create a luxury-level client experience

Administrative & Executive Support

Manage Josh’s calendar and scheduling

Coordinate appointments, meetings, and travel logistics

Help organize projects and priorities

Assist with email management and communications

Protect Josh’s time by helping manage day-to-day operational matters

Marketing Coordination

Coordinate marketing materials and campaigns

Assist with email marketing and social media coordination

Ensure brand consistency across all platforms

Help organize client appreciation events and community initiatives

Operations & Systems

Help improve systems, workflows, and operational efficiency

Coordinate with virtual assistants and support vendors

Assist with project management and implementation

Help create systems that support future growth

The Ideal Candidate

You may be a great fit if you:

Have experience in real estate administration, transaction coordination, escrow, mortgage, property management, hospitality, and/or executive support

Are highly organized and detail-oriented

Take initiative without needing constant supervision

Communicate professionally and confidently

Enjoy helping others and providing exceptional service

Learn technology quickly

Stay calm when managing multiple priorities

Have a positive attitude and strong sense of ownership

Compensation & Growth Opportunities

Approximately $60,000 to $75,000 annual salary (depending on experience)

Performance-based bonus opportunities

Significant upside for exceptional performance

Long-term growth opportunities as the business continues to expand

Benefits

Paid time off

Paid holidays

Ongoing training and professional development

Access to coaching and mentorship

Opportunities for increased responsibility and advancement

Why This Role Is Different

This is not a position where you’ll simply process paperwork or answer phones.

You’ll work directly alongside one of Maui’s top-producing real estate professionals and gain exposure to marketing, operations, client service, leadership, and business growth.

We’re looking for someone who wants to become an indispensable part of the business and build a long-term career with a company that values excellence, accountability, initiative, and personal growth.

If you’re looking for a role where your contributions truly matter and where you can grow alongside a successful entrepreneur, we’d love to hear from you.

To Apply

Hawaii real estate license required.

Hawaii Residents only.

Please submit:

- Resume

- Cover Letter

- Three Professional References

Tell us why you’re interested in joining the Josh Jerman Team and what excites you most about this opportunity.

The Josh Jerman Team is passionate about delivering exceptional service, creating memorable client experiences, and continually improving its systems and processes so they can best serve their clients and community.