Licensing and Compliance Specialist (Remote, Honduras)

Licensing & Compliance Specialist

Stay’d | Vacation Rental Collective

Company Overview

Stay’d is a rapidly growing vacation rental collective built to redefine hospitality at scale. We bring together high-performing local brands under one umbrella, combining best-in-class operations, design, and revenue management to create standout guest experiences and stronger returns for homeowners.

With thousands of properties spanning multiple markets, Stay’d is building a scalable platform designed to unify brands, systems, and performance while maintaining a high-touch, locally driven experience.

We’re not a marketplace—we’re operators. And we’re building something meant to last.

The Opportunity

We are looking for a detail-oriented Licensing & Compliance Specialist to own the short-term rental permitting and onboarding process across our growing portfolio.

This is not a data entry role — it’s an ownership role. You will be the person who makes sure every property we bring on is legally compliant, properly licensed, and ready to generate revenue without interruption.

You will be responsible for managing the full licensing lifecycle across multiple markets, including:

• STR permit acquisition and renewal

• Municipal compliance tracking

• New property onboarding coordination

We operate with urgency and precision. Our culture is built around three core values:

• Solutions Oriented – you solve problems, not point them out

• Move Fast – you operate with urgency and bias toward action

• No Ego – you collaborate, take feedback, and prioritize the team over individual credit

What You’ll Own

STR Licensing & Permitting

• Research and manage short-term rental licensing requirements across all active and target markets

• Submit permit applications, renewals, and any required documentation on behalf of property owners

• Track permit statuses, expiration dates, and renewal deadlines to ensure zero lapses in compliance

• Communicate with local municipalities, licensing offices, and HOAs as needed

Property Onboarding

• Coordinate the compliance side of new property onboarding from signed agreement to live listing

• Ensure all required licenses, registrations, and tax IDs are obtained before a property goes live

• Work cross-functionally with operations and revenue teams to keep onboarding timelines on track

• Maintain accurate onboarding records and status updates across all active properties

Compliance Monitoring & Tracking

• Build and maintain a compliance tracker covering all properties and markets

• Monitor regulatory changes in key markets and flag any risks or required action

• Ensure all properties remain in good standing with local STR regulations on an ongoing basis

• Create SOPs and documentation for compliance processes as we scale into new markets

Reporting & Communication

• Provide regular status updates on licensing pipeline and onboarding progress

• Flag issues proactively — expired permits, denied applications, regulatory changes

• Maintain organized records and documentation for all active and pending licenses

What We’re Looking For

• Experience in STR licensing, property management, real estate administration, or a related field

• Strong attention to detail — you catch what others miss and nothing falls through the cracks

• Highly organized with the ability to manage multiple properties and markets simultaneously

• Comfortable researching municipal regulations independently and navigating government portals

• Proactive communicator who keeps stakeholders informed without being asked

• Tech-savvy — comfortable working in Google Sheets, project management tools, and CRMs

• Someone who embodies our core values: Solutions Oriented, Move Fast, No Ego

• Experience with short-term rental platforms (Airbnb, VRBO, etc.) is a strong plus

Role Details

• Location: Fully Remote - Honduras

• Hours: Monday – Friday, 9:00 AM – 5:00 PM EST

• Compensation: $1,200/month

Why Join Stay’d

• Be part of a high-growth hospitality company operating across multiple markets

• Direct impact on how fast we can scale and bring properties online

• High-ownership role with room to grow as the company expands

• Work alongside a team that moves fast and values results over process

How to Apply

If you’re organized, proactive, and know your way around an STR permit application, we want to hear from you.

Please include:

• Any experience with STR licensing, permitting, or property compliance

• Tools or systems you’ve used to track and manage operational workflows

• Examples of how you’ve handled a complex or multi-step administrative process