Virtual Executive Assistant; Real Estate Development - A360

Industry

Internal Admin / Executive Assistance

Fully Remote with required overlap with U.S. Eastern Time (EST) workday to support executive leadership and a distributed team.

Independent Contractor

Monday–Friday, approximately 40 hours per week with required EST overlap.

(PH / LATAM / Anywhere Remote)

Pearl works with the top 1% of candidates from around the world and connects them with the best startups in the US and EU. Our clients have raised over $5B in aggregate and are backed by companies like OpenAI, a16z, and Founders Fund. They’re looking for the sharpest, hungriest candidates who they can consistently promote and work with over many years.

Candidates we’ve hired have been flown out to the US and EU to work with their clients, and even promoted to roles that match folks onshore in the US.

Our client is a fast-growing real estate development startup operating across multiple U.S. markets. The company is founder-driven, operates with a lean team, and focuses on building and scaling real estate projects efficiently.

The Virtual Executive Assistant / Associate Chief of Staff serves as the operational backbone of the organization, directly supporting the CEO while ensuring the broader team stays aligned, accountable, and organized. This role blends executive support with operational coordination, acting as the central hub that keeps communication, tasks, and projects moving forward.

The ideal candidate is proactive, highly organized, and comfortable managing up to senior leadership. They thrive in fast-moving environments, anticipate needs, and ensure nothing slips through the cracks across company systems, meetings, and operational workflows.

• Streamline executive workflows, ensuring the CEO’s time and priorities are optimized.
• Maintain operational visibility across all tasks, projects, and team commitments.
• Support timely and efficient decision-making by the CEO and leadership team.
• Improve company productivity by maintaining organized systems and dashboards.
• Enhance team accountability and alignment across priorities, deliverables, and deadlines.

• Manage the CEO’s calendar, scheduling, and daily priorities across multiple time zones.
• Coordinate travel logistics including flights, accommodations, transportation, and meetings.
• Organize internal and external meetings, including board-level discussions.
• Handle professional and occasional personal administrative tasks for the CEO.
• Ensure the CEO’s schedule aligns with company priorities.

• Act as the central operational coordinator for all key tasks and projects.
• Track company priorities, deadlines, and deliverables across team members.
• Follow up with team members to ensure commitments are completed.
• Identify blockers or risks and escape proactively to leadership.
• Maintain operational visibility to keep the team aligned and productive.

• Maintain and optimize the company’s Notion workspace.
• Track project updates, task ownership, and company-wide priorities.
• Ensure accountability by monitoring responsibility for deliverables and deadlines.
• Keep documentation and workflows updated as the company evolves.
• Support the CEO in maintaining a clear operational dashboard.

• Manage meeting documentation by converting discussions into structured tasks.
• Join Zoom meetings to capture action items and summarize key outcomes.
• Brief the CEO on takeaways, priorities, and next steps after meetings.

• Facilitate team access to the CEO for decisions or approvals.
• Assist with onboarding logistics for new team members when necessary.
• Support operational improvements and process enhancements as the company grows.

• 5+ years of experience in executive assistance, operations coordination, or chief-of-staff support roles.
• Proven experience managing executive calendars, travel logistics, and complex scheduling.
• Exceptional…