About the RoleA highly entrepreneurial medical professional based in Puerto Rico is seeking a trusted Executive/Personal Assistant to act as a true extension of himself. This role goes far beyond scheduling — it requires anticipating needs, making independent decisions, and executing at the highest level. The right candidate thrives on problem-solving, resourcefulness, and handling responsibilities without constant supervision.Who Should You Be· Speed: Move from assignment to action to result with urgency.· Resourcefulness: Use tools, connections, and creativity to solve problems.· Initiative: Act without being told, anticipate needs, and prevent issues.· Follow-Through: Close loops with accuracy and ownership.Core Responsibilities· Manage complex calendars, travel, and reservations.· Anticipate needs, provide proactive solutions, and make decisions independently.· Screen and filter communications, escalating only what's essential.· Organize and implement systems (e.g., Notion, Trello, Asana, monday.com) to streamline workflow.· Transcribe meetings, track follow-ups, and maintain shared documentation.· Coordinate with domestic staff, vendors, and service providers.· Book medical appointments and other professional services quickly.· Provide concise bullet-point updates on completed tasks.· Sit in on calls to document action items and ensure follow-through.Work Rhythm & Expectations· Schedule: Variable; generally 40–50 hours/week, often in spurts throughout the day. Requests may come at atypical hours — flexibility is essential.· Availability: Be reachable for quick responses and follow-ups during active hours (late mornings through late evenings).· Hybrid Structure: Begin in person to learn systems, then transition to a hybrid model.· Decision-Making: Handle what can be decided without employer input; for exceptions, bring concise options/recommendations.· Communication Style: Keep updates short, actionable, and focused; avoid unnecessary details.Qualifications· Proven track record supporting senior executives or entrepreneurs.· High discretion, integrity, and trustworthiness.· Exceptional organizational and problem-solving skills.· Tech-savvy, with experience in productivity and project management tools (e.g., Notion, Trello, Asana, monday.com).· Fluent in English and Spanish.· Deep familiarity with the Puerto Rico market and its service ecosystem.Compensation & Benefits· Competitive base salary + performance incentives.· Car allowance negotiable.· Significant travel opportunities.· Professional development support.· Significant growth potential for high performers.Why Join?If you are resourceful, fast-moving, and thrive in dynamic environments, this role offers the chance to work side-by-side with a high-impact professional, directly shaping the efficiency and success of his business and personal life. Performance is rewarded generously, and there is long-term potential for those who consistently exceed expectations. This could very well be the very best job as an Executive / Personal Assistant in Puerto Rico.How to ApplySend you résumé and a brief cover letter regarding why this role and you are a perfect fit.Job Type: Full-timeBenefits: