Squared Away

Executive Assistant

• Manage and optimize complex executive calendars across time zones
• Anticipate conflicts and proactively resolve scheduling issues
• Protect executive focus by enforcing priorities and boundaries
• Manage executive inboxes with discretion and sound judgment
• Draft, respond to, and triage correspondence on behalf of executives
• Surface urgent matters promptly and appropriately
• Coordinate domestic and international travel end-to-end
• Prepare detailed itineraries and anticipate changes or disruptions
• Prepare meeting materials, agendas, presentations, and reports
• Track action items, deadlines, and follow-through across initiatives
• Create, document, and refine workflows to improve efficiency
• Identify tools and processes that reduce friction and increase clarity
• Research competitors, tools, vendors, and market trends
• Provide concise summaries to support executive decision-making
• Handle sensitive and confidential information with absolute integrity
• Support assigned clients and build momentum during the first 90 days
• Build trust and rapport with executives through consistent communication and follow-through
• Develop understanding of executive priorities, preferences, and working style
• Establish reliable systems for tracking tasks, deadlines, and follow-ups
• Structure the workday to balance availability, focused work time, and responsiveness

Chief Executive Assistant