Remote Executive Assistant - CEO Support (Real Estate)

About the role

FreedUp is hiring a proactive, detail-oriented Executive Assistant to support the Founder and CEO of a fast-growing organization building innovative systems. The role streamlines both the CEO's professional and personal operations so he can focus on strategy, growth and leadership. It is a full-time, fully remote position requiring strong written communication, organizational excellence and accountability.

Key responsibilities

• Own and optimize the CEO's calendar and inbox, coordinate meetings, manage follow-ups, flag priorities and respond on his behalf when appropriate, keeping professional and personal calendars aligned.
• Provide bookkeeping and accounting support using QuickBooks, and support contracting and government compliance.
• Document, organize and improve company workflows and SOPs in Notion, and build internal systems for accountability, task tracking and delegation.
• Handle recurring administrative finance processes such as client billing setup, monthly invoices, commissions and reimbursements, and keep accurate digital records.
• Plan travel and events, including flights, accommodation and conference registrations, and maintain an annual travel calendar for 8-9 industry events.
• Act as the central communication link between the CEO, internal team and external partners, updating everyone via Slack, Gmail and Notion.
• Provide structured updates on priorities, progress and deadlines, and support time-blocking and productivity systems.
• Maintain cybersecurity protections, understand defense-related compliance certifications, and handle restricted calendar and email access appropriately.
• Handle about 80% of property management tasks, including assistant property manager-level work.

Required profile

• 3+ years of experience as an Executive Assistant, Operations Coordinator or similar role supporting senior leadership.
• Excellent written and verbal communication, strong organization and prioritization, and discretion with sensitive information.
• Preferred: background in contracting and compliance concierge services, experience with client needs assessment and SOW creation, procurement management, basic bookkeeping, reporting or data entry, and experience managing a founder's business and personal responsibilities.
• Reliable high-speed internet and a modern home office setup.

Required skills

• Notion, Slack, Google Workspace (Gmail, Calendar, Drive, Docs, Sheets)
• QuickBooks
• Appfolio and LeadSimple preferred

What we offer

• Salary of $800-$1,600 per month depending on experience
• International experience and the option to work remotely from anywhere
• Supportive team, learning and development opportunities, potential performance bonuses, PTO and HMO after 3 months