Homesly Properties

Executive Assistant to CEO (AI-Enabled Operations & Hospitality Focus) Location: Remote until further notice Employment Type: Full-Time About the Role We are seeking a highly proactive, organized, and tech-savvy Executive Assistant to support the CEO across a portfolio of hospitality and property businesses. This role goes far beyond traditional administrative support—you will act as an operational partner, leveraging AI tools, automation, and modern systems to streamline processes, enhance communication, and scale the organization's capabilities. If you are an action-oriented problem solver who enjoys working with AI, improving systems, and coordinating with people across different functions, this role is ideal for you. Key Responsibilities1. AI-Enabled Executive Support Manage the CEO’s inbox and calendar using AI-driven workflows for prioritization, scheduling, and drafting responses. Use AI tools (ChatGPT, Notion AI, Cloud beds AI, etc.) to prepare SOPs, meeting notes, summaries, and action plans. Automate repetitive tasks using platforms such as Zapier, Make, Notion, and WhatsApp automations. 2. Communication & Coordination Follow up with staff, vendors, suppliers, contractors, and stakeholders on behalf of the CEO. Coordinate with hotel managers, offshore support teams, and property contractors. Draft professional, tone-aligned WhatsApp and email communications using AI optimization tools. 3. Project & Task Management Manage and update the CEO’s task board and team project boards (Asana/Notion/Google Sheets). Track progress on hospitality, maintenance, onboarding, hiring, marketing, and operational projects. Ensure accountability across teams through follow-ups, reminders, and timeline management. 4. Systems & SOP Development Document processes and convert ideas into clear SOPs, workflows, and checklists using AI. Assist in designing and implementing automation workflows for HR, bookings, reporting, and hotel operations. 5. Hiring & HR Administration Support recruitment activities including job postings, candidate pipeline tracking, and communication. Assist with onboarding processes and maintaining accurate HR documentation. 6. Administrative & Operational Logistics Handle travel arrangements, business bookings, and event coordination. Manage expenses, vendor payments, files, records, and internal documentation. Ideal Candidate Profile Highly organized, detail-oriented, and proactive. Strong communication and coordination skills. Comfortable using AI tools and modern automation platforms. Ability to work across time zones and manage multiple priorities. Experience in hospitality operations is a plus, but not required.