Join a 100% remote team where you’re supported, seen, and set up to thrive.

We are a team of A+ performers from top companies—driven by hard work, teamwork, and a culture that supports each other every step of the way.

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About Us

Wentwood Capital is a real estate lending firm based in Miami with a 100% remote, work-from-home setup. We’re a team of rockstar A+ performers from top companies, driven by a culture of hard work, integrity, and genuine teamwork. We move fast, solve real problems for real people, and have each other’s backs every step of the way. We’re not just building a business—we’re building a place where ambitious people grow, thrive, and feel proud of the work they do.

"If you are hardworking, talented and want to develop your career in a positive work environment, consider working with us today!"

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Meet The Leadership Team

Our leadership team is a group of supportive, curious, and collaborative people who bring not only their experience, but also their care and guidance to help our team grow and succeed together.

Behind the Moments

Here’s a look at our recent team photoshoot — a celebration of the energy, personality, and spirit that makes our team who we are.

Perks with Purpose

Designed to help you thrive inside and outside of work.

1. Competitive Compensation

More than just a paycheck—our salary packages are competitive, and include annual performance-based bonuses to reward excellence.

2. Flexible Paid Time Off

Take the time you need, when you need it. Our PTO includes vacation days, mental health days, and even your birthday off—because rest fuels results.

3. Comprehensive HMO Coverage

We prioritize your health and peace of mind. Every employee is now covered by our HMO program—because well-being comes first.

4. Supportive, High-Trust Culture

Work in an environment where feedback is honest, communication is clear, and teammates genuinely want you to win. No ego, no drama.

5. All-Expense Paid Annual Company Trips

Each year, we bring the whole team together for a fun, all-paid getaway. It’s our way of celebrating wins and building connection beyond the screen.

6. 100% Remote Work Setup

Get things done from wherever you work best. We trust our team to deliver—and give the autonomy to do it on your terms.

7. Anniversary Bonus

We love celebrating milestones! Every year you grow with us, we make sure you feel appreciated for the impact you’ve made.

8. Christmas to New Year Break

Enjoy a full, paid holiday break to rest, recharge, and spend time with your loved ones — because balance matters as much as hustle.

9. Paid 6-Month Maternity Leave

Family always comes first. We offer six months of fully paid maternity leave so you can focus on what truly matters during this special season.

Company Meetup 2024 – Cebu

In 2024, we flew the entire Wentwood team to Cebu for our annual company meetup. Between strategic sessions, island hopping, and spontaneous karaoke nights, we deepened our bond as a team and recharged with purpose. Sun, sea, and shared wins—it was one for the books.

Company Meetup 2025 - Bohol

In 2025, we took our company meetup to the serene shores of Bohol. From vision planning to beachside dinners, it was a perfect blend of reflection, laughter, and connection. A reminder that when the right people come together—great things happen, on and off the clock.

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We’re always looking for curious, driven, and creative people to grow with our team. Explore our hiring process and take the next steps by choosing from our open roles — and if you don’t see the perfect fit right now, you can still join our waitlist to be the first to hear about new opportunities.

That’s a quick look at how our hiring works. If you’re excited to be part of our team, check out the roles below.

Servicing Analyst

How You Will Contribute:

Manage the day-to-day servicing of active real estate loans from post-closing through payoff.
Process and apply borrower payments accurately, including principal, interest, fees, and escrow.
Monitor loan balances, payment schedules, delinquencies, maturity dates, and extensions.
Prepare and send monthly statements, payoff statements, and other borrower notices.
Respond to borrower inquiries primarily via email or text, with occasional phone communication, ensuring timely and professional service.
Maintain accurate and well-organized loan records within internal servicing systems.
Coordinate loan payoffs, extensions, modifications, and reconciliations with internal teams.
Identify and resolve discrepancies in loan data, payment histories, and documentation.
Assist with reporting, audits, and general administrative tasks related to loan servicing.

What We’re Looking For:

Previous experience in loan servicing, real estate lending, or financial operations is a plus but not required.
Strong attention to detail with excellent organizational and time management skills.
Proficient in MS Office (especially Excel) and quick to learn loan servicing systems.
Strong communication skills and the ability to work professionally with borrowers and internal teams.
Reliable, proactive, and able to manage multiple tasks independently in a fast-paced environment.

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Cold Caller

How You Will Contribute:

Make Outbound Calls (90%)
• Contact potential real estate clients, introduce our services, and understand their needs.
• Answer inquiries, provide information, and nurture strong client relationships.
Administrative Tasks (10%)
• Maintain and update a detailed database of leads, logging all interactions.
• Stay informed on real estate trends to communicate effectively with clients.

What We’re Looking For:

Experience in cold calling or telemarketing, ideally in the real estate industry, with strong communication skills to engage and persuade clients effectively.
Self-motivated, organized, and detail-oriented, capable of working independently, meeting goals, and keeping accurate records.
Familiarity with real estate terminology, market trends, and property types, along with the ability to handle multiple tasks and adapt to changing priorities.
Positive attitude, resilience, and a strong drive to succeed in a fast-paced environment.
Fluency in Spanish is a plus, offering additional opportunities for bilingual candidates.

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General Virtual Assistant

How You Will Contribute:

Streamline day-to-day operations by managing schedules, workflows, and project tracking to keep executives and teams aligned.
Maintain and update masterfiles, databases, and reports to ensure accurate, well-organized, and accessible records.
Support event, calendar, and vendor coordination, ensuring smooth execution of both professional and personal operations.
Anticipate needs, flag issues early, and propose solutions to improve efficiency across projects and processes.
Foster a positive team culture by organizing fun and engaging activities that strengthen morale and team connection.
Provide reliable administrative and operational support, freeing up leadership to focus on high-level priorities.

What We’re Looking For:

Strong organizational skills with the ability to manage multiple workflows, schedules, and priorities simultaneously.
Proficiency in tools like MS Office, Google Workspace, and quick adaptability to new software or systems.
Detail-oriented and proactive, with a knack for spotting gaps, inconsistencies, or opportunities for improvement in processes.
Excellent communication skills to coordinate with executives, team members, and external vendors.
Dependable, flexible, and self-motivated, able to work both independently and collaboratively in a fast-paced environment.

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Watch this video to see why investing in our people is at the heart of what we do.

"Our biggest asset is our people. Our people is the most important thing to our business."

At the heart of everything we do are the people who make our work possible. That’s why we go beyond the usual perks and focus on benefits that let our team rest, recharge, and feel valued. From staycations to little extras that make life easier, these are more than just rewards—they’re our way of showing that we see, appreciate, and invest in the people who drive our business forward.

Refer and Earn

Don’t see the role you’re looking for? No problem — join our waitlist and we’ll keep you posted when new positions open up. Just drop your info using the link below, and we’ll reach out when the right opportunity comes along!

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Try Us Out with a Free 3-Day Training

In this short program, you’ll learn our workflows, see what it’s like to be part of the team, and pick up skills you can carry anywhere. Even if you’re currently employed, we welcome you to join — we’re flexible and can adjust the training schedule to fit your availability.

Join the Waitlist

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