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Personal Assistant

The Calendar Group · Miami, FL

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We are seeking a Personal Assistant to support a busy entrepreneur. This is a hands-on role requiring exceptional organization, discretion, resourcefulness, and flexibility. The ideal candidate will be based in the Miami to Delray Beach area, comfortable working in a family environment, and available for frequent, short-notice travel. This role offers the opportunity to grow into additional business-related responsibilities over time.ResponsibilitiesManage a complex calendar, appointments, and daily schedule.Manage email and inbox correspondence.Coordinate domestic and international travel, including flights, accommodations, transportation, and itineraries.Handle personal and business errands.Assist with household tasks and organization.Oversee vendors, contractors, and household/property-related needs across multiple residences.Coordinate property maintenance and household projects.Drive the principal and family members as needed.Drive manual vehicles.Travel frequently and be available for short-notice trips as needed.Maintain organized digital and physical systems.Maintain complete discretion and confidentiality in all personal and business matters.QualificationsBased within commuting distance of Miami or Delray Beach and available for frequent travel, including short-notice domestic and international trips.Clean driving record and experience driving a manual vehicle.Exceptional organizational and time-management skills.Highly proficient with Google Workspace, including Docs, Sheets, Calendar, and Drive.Resourceful, proactive, and solutions-oriented.Hands-on mentality with a genuine willingness to handle day-to-day tasks, errands, and household needs.Comfortable working in a family and household environment.Excellent judgment, discretion, and communication skills.Flexible schedule and ability to respond quickly to changing priorities.Interest in growing into additional business-related responsibilities over time.Candidates with personal assistant, family assistant, nanny, manny, or household support experience are encouraged to apply.Salary: $60,000-$100,000 annually, with flexibility for the right candidate.