Remote Executive Assistant - CEO Support

FreedUp are seeking a proactive and detail-oriented Executive Assistant (EA) to support the Founder and CEO of a fast-growing organization building innovative systems. This role is ideal for someone who thrives on structure, accountability, and operational clarity — a professional who can turn complex processes into seamless execution. We’re a high-performance team with a culture built around accountability, clarity, and efficiency. We’re looking for a proactive, detail-oriented Executive Assistant (EA) to directly support our CEO — helping streamline both his professional and personal operations so he can stay focused on strategy, growth, and leadership. This is a full-time, remote position that requires strong written communication, organizational excellence, and accountability. Location: Fully Remote Job Type: Full-Time Salary: $800 - $1,600 per month (based on experience) 3+ years of experience as an Executive Assistant, Operations Coordinator, or similar role supporting senior leadership. Excellent written and verbal communication skills. Tech-savvy and comfortable working in digital ecosystems ( Slack, Notion, Google Workspace, etc.). Strong organizational and prioritization abilities. Proven ability to manage sensitive information with discretion. Proactive, self-directed, and thrives in an environment with evolving needs. Experience managing both business and personal responsibilities for a founder or executive is a plus. Basic knowledge of bookkeeping, reporting, or data entry preferred. Technical Requirements: Reliable high-speed internet and a modern home office setup. Key Responsibilities Calendar & Inbox Management: Own and optimize the CEO’s calendar and inbox to ensure efficient scheduling, focus time, and timely communication. Coordinate meetings, manage follow-ups, flag priorities, and respond on behalf of the CEO when appropriate. Maintain alignment between professional and personal calendars. Project & Task Management: Track daily and weekly tasks across the CEO’s business and personal operations using Notion or similar tools. Monitor progress, set reminders, and ensure accountability for ongoing initiatives, travel coordination, and family logistics. Process Optimization & SOPs: Document, organize, and improve company workflows and Standard Operating Procedures (SOPs) in Notion. Support the creation of internal systems for accountability, task tracking, and delegation across Trotta’s operations and team structure. Administrative & Financial Support: Handle recurring administrative finance processes such as client billing setup, monthly invoices, commissions, and reimbursements. Maintain organized digital records, ensuring accuracy and timeliness in monthly cycles. Travel & Event Coordination: Plan and manage travel logistics for the CEO and team, including flights, accommodations, and conference registrations. Build and maintain an annual travel calendar for 8–9 industry events, ensuring smooth execution and detailed itineraries. Communication & Coordination: Serve as the central communication link between the CEO, internal team, and external partners. Maintain a professional tone and ensure clear, timely updates across all channels (Slack, Gmail, Notion). Reporting & Accountability: Provide structured updates and summaries on priorities, progress, and deadlines. Support time-blocking and productivity systems to help the CEO stay focused on strategic work. Tools & Communication: Notion, Slack, Google Workspace (Gmail, Calendar, Drive, Docs, Sheets), Todoist or similar task management platforms Preferred Communication: Slack (daily), Zoom (weekly check-ins), email summaries International experience Opportunity to work remotely from anywhere Supportive and collaborative team environment Learning and development opportunities Potential Performance Bonuses PTO HMO after 3 months