Summary We are afamily-owned business groupoverseeing a diversified portfolio of ventures acrosshealthcare (medical practices), luxury travel, and Broadway / live entertainment production. Our organization supports multiple senior executives who operate at the intersection ofmedicine, entrepreneurship, real estate, travel, and the performing arts. We are seeking ahighly proactive, detail-oriented Virtual Executive Assistantto provide executive-level administrative and operational support across the group and help streamline day-to-day execution as our businesses continue to grow.This is a unique opportunity to work closely with leadership acrossmultiple industries, gaining exposure to complex operations, high-level decision-making, and creative as well as clinical environments.Responsibilities Manage and optimizeexecutive calendarsacross multiple businesses, including coordinating meetings across time zones and balancing competing priorities Serve as aprimary communication liaison, screening and prioritizing emails, calls, and messages to ensure timely and appropriate responses Coordinatetravel arrangementsincluding flights, accommodations, ground transportation, and detailed itineraries for business and personal travel Preparemeeting materials, agendas, briefing notes, and follow-up summaries to ensure action items are tracked and completed Conductresearchon vendors, partners, venues, travel options, market opportunities, and industry trends to support executive decision-making Manage relationships withvendors and external service providers, including medical offices, travel partners, production vendors, accountants, and legal teams Organize and maintaindigital filing systemsacross multiple entities, ensuring documents are secure, accessible, and well categorized Assist withspecial projects, including event coordination, content creation, process documentation, operational improvements, and cross-business initiatives Handlepersonal administrative tasksas needed to support executive productivity and work-life balance Qualifications 2–5 years of experienceas an Executive Assistant, Virtual Assistant, or similar high-level administrative role supporting senior leaders Exceptionalwritten and verbal communication skillsin English, with the ability to represent executives professionally across industries Highlyresourceful and high-agency, with a demonstrated ability to anticipate needs and solve problems independently Advanced proficiency with productivity tools includingGoogle Workspace (Gmail, Calendar, Drive, Docs, Sheets), Zapier, Zoom, and project management platforms Strong organizational skills with experience managingcomplex schedules and competing priorities Proven track record of maintaining strict confidentialityand exercising sound judgment with sensitive information Reliable high-speed internet and adedicated home office setup Availability to work during overlapping U.S. Eastern Time hours Preferred Qualifications Experience supportingfounders, physicians, or executivesacross multiple businesses Familiarity withCRM systems, expense management, invoicing, and basic bookkeeping Experience coordinating events, travel, or live productions Comfort working in both clinical / professionalandcreative / entertainmentenvironments Bilingual capabilities (Spanish is a plus but not required) Experience with Notion, Hubspot and Zapier What We Offer Competitive compensationcommensurate with experience Opportunity to work directly with senior leadershipacross healthcare, luxury travel, and Broadway / live entertainment Exposure to adiversified business portfolio, not a single company role Flexible, remote-first work environment with an emphasis onresults over hours Long-term growth potential for the right candidate who becomes a trusted operational partner