Executive Assistant to the CEO (Business Operations & Hospitality Focus)

Location:Remote (LATAM / South Africa / Philippines)Schedule:Full-time, U.S. business hoursReports To:CEO

About the Role

We’re seeking a proactive and highly organizedExecutive Assistant to the CEOwho thrives in a fast-paced, entrepreneurial environment. This role combinesbusiness operations, hospitality coordination, and executive support— serving as the CEO’s right hand across a diverse portfolio of hotels, apartment complexes, and real estate investments.

You’ll help streamline operations, manage day-to-day execution, and implement systems that bring structure and efficiency to a growing organization. This is an opportunity to make a tangible impact by enabling the CEO to focus on high-leverage strategic work.

Key Responsibilities

Executive & Administrative Support
* Act as the CEO’s trusted partner — managing inbox, calendar, travel, and priorities with discretion and accuracy.
Act as the CEO’s trusted partner — managing inbox, calendar, travel, and priorities with discretion and accuracy.
* Handle scheduling, meeting preparation, and follow-ups with attention to detail and clear communication.
Handle scheduling, meeting preparation, and follow-ups with attention to detail and clear communication.
* Take initiative to anticipate needs, manage reminders, and ensure critical tasks are completed on time.
Take initiative to anticipate needs, manage reminders, and ensure critical tasks are completed on time.

Business Operations & Project Management
* Oversee daily workflows related to multiple business entities — including hotels, apartment complexes, and new real estate projects.
Oversee daily workflows related to multiple business entities — including hotels, apartment complexes, and new real estate projects.
* Support financial tracking, bookkeeping, and reporting using spreadsheets and accounting tools.
Support financial tracking, bookkeeping, and reporting using spreadsheets and accounting tools.
* Monitor performance metrics and assist in preparing reports, rate sheets, and operational summaries.
Monitor performance metrics and assist in preparing reports, rate sheets, and operational summaries.
* Manage task and project systems to ensure smooth execution across all active business areas.
Manage task and project systems to ensure smooth execution across all active business areas.

Property Management Support
* Assist with property management software (e.g.,CloudBeds, ResNexus) — including system transitions, data entry, and optimization.
Assist with property management software (e.g.,CloudBeds, ResNexus) — including system transitions, data entry, and optimization.
* Liaise with hotel managers, vendors, and service providers to ensure smooth day-to-day operations.
Liaise with hotel managers, vendors, and service providers to ensure smooth day-to-day operations.
* Research and implement operational improvements to increase guest satisfaction and efficiency.
Research and implement operational improvements to increase guest satisfaction and efficiency.

Legal, Financial & Operational Coordination
* Maintain organized documentation and filing systems for legal cases, financial statements, and contracts.
Maintain organized documentation and filing systems for legal cases, financial statements, and contracts.
* Support communications related to ongoing litigation and vendor relationships.
Support communications related to ongoing litigation and vendor relationships.
* Coordinate with accountants, attorneys, and management companies as needed.
Coordinate with accountants, attorneys, and management companies as needed.

Technology & Automation
* Research and implement new tools or AI solutions to enhance productivity and streamline operations.
Research and implement new tools or AI solutions to enhance productivity and streamline operations.
* Support the integration of software platforms across business units.
Support the integration of software platforms across business units.

Ideal Candidate Profile

You are asolutions-oriented operatorwho thrives in ambiguity and takes ownership from day one. You’re equally comfortable creating a financial tracking sheet as you are managing a property management tool or following up on a vendor invoice.

Qualifications & Skills
* 3+ yearsof experience as an Executive Assistant, Business Operations Specialist, or similar role.
3+ yearsof experience as an Executive Assistant, Business Operations Specialist, or similar role.
* Experience supporting aCEO, Founder, or executive in a multi-entity environmentpreferred.
Experience supporting aCEO, Founder, or executive in a multi-entity environmentpreferred.
* Strong understanding ofbusiness administration, property management, or hotel operations.
Strong understanding ofbusiness administration, property management, or hotel operations.
* Highly proficient with spreadsheets (Google Sheets, Excel) and project management tools (Asana, ClickUp,