Executive Assistant to the CEO

Industry Telecommunications Work Arrangement Fully Remote Job Type Independent Contractor, Full-Time Work Schedule Full-time, Pacific Time (PST/PDT) business hours Locations Philippines LATAM (Mexico, Colombia, Brazil, Argentina) Other remote regions with strong English communication and EA/operations experience About Pearl Talent 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. Hear why we exist, what we believe in, and who we’re building for: WATCH HERE Why Work with Us? At Pearl, we’re not just another recruiting firm—we connect you with exceptional opportunities to work alongside visionary US and EU founders. Our focus is on placing you in roles where you can grow, be challenged, and build long-term, meaningful careers. Role Overview A managed mobility services company that supports small and medium-sized businesses with all aspects of telecommunications fleet management. The company is scaling rapidly and requires strong operational and administrative support at the executive level. Role Overview We are seeking a high-caliber Executive Assistant to support the CEO in managing and scaling the company’s operations. This role goes beyond typical administrative work and blends executive support, operational follow-through, and light project coordination. You will act as a force-multiplier to the CEO by protecting their time, maintaining clear priorities, and ensuring operational and administrative tasks are handled accurately and consistently. The scope is approximately 90% business-related support and 10% personal logistics . This role requires someone proactive, analytical, highly organized, and capable of maintaining tight control over details, deadlines, and follow-through. Your Impact: Enable the CEO to focus more on strategy, leadership, and external relationships by reducing time spent on administrative tasks. Bring structure, clarity, and organization to the CEO’s daily operations. Improve internal coordination and operational consistency through reliable follow-up and task management. Contribute to smoother project execution by coordinating information, owners, and next steps. Ensure commitments, deadlines, and operational routines stay on track. Build repeatable systems that the CEO can rely on long-term. Core Responsibilities: Executive & Administrative Support Own and manage the CEO’s calendar, including internal meetings, external calls, and priority-based scheduling. Coordinate and book travel arrangements (flights, hotels, transportation) and create detailed itineraries. Handle inbox triage: flag urgent messages, draft replies, file emails, and ensure no important items slip through. Prepare correspondence and communicate with internal teams, vendors, and partners as needed. Support legal and administrative documentation (routing forms, collecting signatures, tracking deadlines). Meetings & Coordination Prepare agendas, key points, notes, and action items for CEO-requested meetings. Track follow-ups and ensure owners meet commitments and deadlines. Coordinate with internal team members to move initiatives forward based on CEO direction. Operations & Light Project Coordination Support ad hoc projects by conducting online research, gathering information, and organizing next steps. Maintain and update the CRM (ConnectWise) with accurate information (training provided if needed). Assist with expense reports, receipt tracking, and light bookkeeping coordination. Keep task lists or project tracking tools updated and organized. Personal Support (Approx. 10%) Schedule personal appointments, reservations, gifts, and occasional household/vendor coordination as needed. Protect the CEO’s personal time by managing schedule conflicts and ensuring adequate breathing room. Requirements Key Requirements 2.5+ years of experience as an Executive Assistant, Senior Administrative Assistant, Operations Associate, or Project Coordinator. Prior experience supporting a founder, CEO, or senior leader in a fast-paced environment. Strong basic spreadsheet skills (Google Sheets/Excel) — sorting, filtering, organizing data, using basic formulas (SUM, IF, VLOOKUP, etc.). Demonstrated ability to manage complex calendars, scheduling, and travel arrangements. Strong written and spoken English; clear, concise communication is essential. Proficiency with email and messaging tools (Outlook/Gmail, Teams or similar). Experience working remotely with leaders across time zones. Exposure to or interest in using AI tools for drafting, summarizing, or research. Ability to think critically, anticipate needs, and follow through reliably. High discretion and trustworthiness with sensitive information. Must-Haves (Required) Experience supporting senior executives (CEO, founder, or similar). Advanced calendar, inbox, and scheduling management skills. Strong organization, follow-through, and attention to detail. Excellent written and verbal English communication. Ability to work full-time PST/PDT hours. Nice-to-Haves (Preferred) Familiarity with CRM tools or ConnectWise. Experience with project coordination or operations support. Comfort using AI productivity tools (e.g., ChatGPT, Notion AI). Prior experience in telecommunications or managed mobility environments (not required). Tools Proficiency Must-Haves (Required) Email & Messaging Tools (Gmail/Outlook, Teams or equivalent) Calendar & Scheduling Tools Google Workspace or Microsoft Office — especially Sheets/Excel Nice-to-Haves (Preferred) CRM tools (ConnectWise, HubSpot, Salesforce) AI productivity tools Project tracking tools (Asana, Trello, ClickUp) Benefits Competitive Salary:  Based on experience and skills  Remote Work:  Fully remote—work from anywhere  Performance Bonus:  Based on data accuracy, reporting timeliness, and overall sales efficiency  Team Incentives:  Recognition for maintaining 100% CRM hygiene and on-time reporting  Generous PTO:  In accordance with company policy  Health Coverage for PH-based talents:  HMO coverage after 3 months for full-time employees  Direct Mentorship:  Guidance from international industry experts  Learning & Development:  Ongoing access to resources for professional growth  Global Networking:  Connect with professionals worldwide Our Recruitment Process Application Screening Skills Assessment Top-grading Interview Client Interview Job Offer Client Onboarding Ready to Join Us? If you’re a highly organized professional who thrives in dynamic environments and values both precision and empathy, this role is for you. Join a mission-driven team building a cleaner, fairer energy future — one building at a time.