Senior Executive Assistant / Chief of Staff

Location:Remote (Latin America or South Africa preferred for time zone alignment with U.S. hours)Employment Type:Full-Time | Independent ContractorWork Schedule:U.S. Business Hours (EST overlap required)

About the Company

We are a fast-growing real estate investment and development group focused on acquiring, operating, and scaling high-value residential and commercial real estate assets across the United States.

The company operates across multiple areas of the real estate ecosystem including acquisitions, development, asset management, and strategic partnerships. Leadership works at a fast pace and manages multiple initiatives simultaneously, requiring strong operational coordination and disciplined execution.

To support this growth, we are hiring aSenior Executive Assistant / Chief of Staffto work directly with the Founder and executive leadership team.

This role goes beyond traditional executive assistance. The ideal candidate will function as anoperational partner to leadership, helping manage priorities, coordinate cross-department initiatives, and ensure critical projects move forward efficiently.

Over time, this role will alsotake on leadership responsibilities overseeing a team of Executive Assistants, helping build structure, accountability, and operational consistency across the administrative function.

The Role

This position is designed for ahighly organized, operationally minded professionalwho has previously supportedC-level executives in high-growth environments, ideally withinreal estate, private equity, or property development businesses.

You will serve as theright hand to the executive team, helping manage priorities, organize information, coordinate stakeholders, and ensure strategic initiatives are executed.

As the company continues to scale, this role will evolve into aleadership position responsible for managing and coordinating a team of Executive Assistants, ensuring executive support across the organization operates at a high standard.

This is ahigh trust rolerequiring discretion, strong business judgment, and the ability to anticipate leadership needs before they arise.

Key Responsibilities

Executive Support
* Act as theprimary operational support partnerto the Founder / Executive team
* Manage complex calendars, scheduling, and executive priorities across multiple business initiatives
* Coordinate internal and external meetings including investor calls, deal reviews, and leadership meetings
* Prepare agendas, notes, and follow-up action items to ensure accountability and execution
* Draft high-quality communications including emails, reports, and internal documentation

Operational Coordination
* Track and managestrategic projects across the business, including acquisitions, development projects, and operational initiatives
* Coordinate between internal teams, partners, vendors, and external stakeholders
* Build and maintain operational dashboards, trackers, and reporting systems
* Ensure key deadlines and milestones are met across departments

Business Operations Support
* Assist with operational planning and business processes across real estate operations
* Help organize financial reporting, project updates, and executive dashboards
* Support executive decision-making by gathering information and summarizing key insights
* Improve internal systems, documentation, and workflows

Executive Assistant Team Leadership (Future Scope)
* Provide leadership and operational oversight to ateam of up to five Executive Assistants
* Establish best practices, processes, and workflows for executive support across the organization
* Mentor and develop junior Executive Assistants to improve productivity and performance
* Coordinate workload distribution and ensure executives receive consistent, high-quality support
* Create documentation, SOPs, and operational playbooks for executive support functions
* Monitor performance, provide feedback, and identify areas for improvement across the EA team

Required Qualifications
* 6+ years supporting C-level executives(Founder, CEO, Managing Partner, etc.)
* Experience working inreal estate, property investment, development, or related industries
* Experience managingcomplex business operations, projects, or executive initiatives
* Demonstrated experiencecoordinating or managing administrative teams(EA teams, operations staff, or similar)
* ExceptionalEnglish communication skills (written and spoken)
* Strong ability toprioritize, organize, and manage multiple workstreams simultaneously
* High level ofprofessional discretion and confidentiality
* Comfortable operating infast-paced entrepreneurial environments

Preferred Qualifications
* Experience working inreal estate investment firms, development companies, or property management businesses
* Experience supporting founders or executives managingmultiple ventures or portfolios
* Experience buildingsystems, documentation, or operational pr