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Executive Assistant (Strategic Operations) at Hire Overseas. We’re looking for a highly capable . Executive Assistant. who can operate as a true operational partner to a senior investor and entrepreneur managing multiple initiatives across investments, ventures, and global relationships.. This role goes far beyond traditional executive support. You will function as a force multiplier who helps turn ideas, conversations, and relationships into structured systems and execution.. You will manage scheduling, track strategic relationships, maintain CRM intelligence, and coordinate projects across investment initiatives and venture concepts. The goal is simple. Allow the principal to move faster while ensuring nothing important falls through the cracks.. This role is ideal for someone who is structured, curious, and comfortable operating across multiple parallel workstreams. You should be able to move from calendar management to research to project coordination without losing clarity or momentum.. If you enjoy building systems around fast-moving people and turning complexity into organized execution, this role is a strong fit.. Why You’ll Want to Join. You will be paid in . USD. (bi-monthly: every 15th and 30th). Up to . 14 days. of Paid Time Off annually (starting Day 1). Observance of . Holidays. per company guidelines. 100% remote setup. so you can work wherever you’re most productive. Direct exposure to global investors, founders, and operators. High ownership role supporting strategic initiatives and venture projects. Opportunity to operate at a Chief of Staff level inside a fast-moving environment. What You’ll Work On. Executive Scheduling and Calendar Architecture. Own calendar management and scheduling across multiple time zones. Prioritize meetings and ensure time is allocated to the highest value activities. Prepare structured daily and weekly briefs including meeting context and objectives. Coordinate travel logistics for domestic and international trips. Relationship Intelligence and CRM Management. Maintain and organize a relationship CRM across investors, founders, advisors, and operators. Capture notes, context, and strategic insights from meetings and conferences. Track introductions, follow ups, and relationship history. Build structured relationship mapping across industries and geographies. Investment and Deal Coordination. Track investment pipeline activity including fund allocations, direct investments, and co-invest opportunities. Maintain dashboards tracking deal flow and diligence progress. Assist with organization of diligence materials and internal coordination. Prepare briefing documents before key investor and partner meetings. Strategic Projects and Initiative Execution. Track timelines and progress across new venture initiatives and investment platforms. Coordinate execution tasks required to move initiatives from concept to launch. Conduct research on markets, companies, and strategic themes as needed. Ensure projects continue moving forward between major work sprints. Events and Network Coordination. Organize curated investor dinners and private events across major cities. Coordinate logistics including venues, invitations, guest lists, and scheduling. Support conference participation and speaking engagements. Track relationship value and follow up after events. Select Personal Logistics. Coordinate occasional personal logistics and scheduling needs. Assist with travel planning and select family coordination when required. What You Bring. 4 to 8+ years. of experience supporting founders, executives, investors, or senior leadership. Experience operating in high-trust environments with significant discretion. Strong organizational and systems thinking skills. Experience managing calendars, CRM systems, and project workflows. Ability to synthesize information and prepare structured briefing materials. Excellent written and verbal communication skills. High curiosity and ability to quickly understand new industries and topics. Ability to operate independently with minimal supervision. Nice to Have. Experience supporting investors, family offices, or venture environments. Background in consulting, finance, strategy, or operations. Familiarity with CRM platforms and relationship management systems. Experience coordinating events, conferences, or investor gatherings. Exposure to venture building or startup environments. How to Apply. Please include:. Your . updated resume. A . short 1 to 2 minute Loom video. explaining your experience supporting senior executives or investors and how you help turn ideas or conversations into structured execution. Only candidates who submit a Loom video will be considered.. If you are structured, proactive, and capable of helping a fast-moving operator turn relationships, ideas, and opportunities into organized execution, this role offers significant ownership and exposure to high-level decision making.. Application Process Overview. Our comprehensive selection process ensures we find the right fit for both you and our clients:. Initial Application.  - Submit your application and complete our prequalifying questions. Video Introduction.  - Record an video introduction to showcase your communication skills and work experience. Role-Specific Assessment.  - Complete a homework assignment tailored to the position (if applicable). Recruitment Interview.  - Initial screening with our talent team. Executive Interview.  - Meet with senior leadership to discuss role alignment. Client Interview.  - Final interview with the client team you'd be supporting. Background & Reference Check. - Professional reference verification. Job Offer.  - Successful candidates receive a formal offer to join the team. Each stage is designed to evaluate your fit for the role while giving you insights into our company culture and expectations. We'll keep you informed throughout the process and provide feedback at each step.. Company Location: Costa Rica.