PART TIME ASSISTANT

POSITION OVERVIEW

We are seeking a highly reliable, bilingual Assistant to provide comprehensive personal support to a demanding entrepreneur. This role requires someone who is proactive, detail-oriented, and comfortable managing personal, family, and pet care responsibilities with precision and discretion.

MANDATORY REQUIREMENTS

Location & Language

  • Must be based in San Juan metro area, Puerto Rico (non-negotiable)

  • Must have reliable transportation and valid driver's license (required for local coordination)

  • Fluent in both English and Spanish (mandatory for local coordination)

  • Available for on-demand work outside regular hours

Pet Care Requirement

  • Must be dog-friendly and comfortable with pets

  • Strong preference for Personal Assistant to provide in-home pet care during travel

  • Alternative: Able to arrange and coordinate professional pet boarding when needed

  • Must be available for last-minute pet care when travel plans change

CORE RESPONSIBILITIES

Family & Medical Management

  • Family Coordination: Manage communication with family members

  • Medical Management:

    • Coordinate Prescriptions App

    • Handle pharmacy pickups

    • Prepare daily AM/PM pill cases

    • Schedule and coordinate doctor appointments on regular schedule

    • Serve as emergency contact

    • Provide medical support coordination while Principal is traveling

Travel Support

  • Travel Planning: Primary responsibility for booking all travel using loyalty accounts

  • Loyalty Program Management: Maintain airline and hotel status, maximize points

  • Travel Coordination: Work with Director of Operations on business vs. personal travel

  • Trip Management: Maintain updated travel itineraries

Pet Care

  • Veterinary Care: Schedule and coordinate vet appointments and grooming

  • Travel Pet Care:

    • Preferred: Provide in-home pet care during Principal's travel

    • Alternative: Arrange boarding and handle pickup/delivery

    • Last-minute availability for sudden travel changes

Personal Administrative Support

  • Personal Property: Coordinate with CFO on apartment management

  • Shipping Coordination: Handle personal item shipping when needed (on-demand)

  • Personal Memberships: Annual review and management of social and professional organizations

  • Bilingual Bridge: Handle Spanish-language coordination with domestic staff and local vendors

  • Personal Expense Support: Work with CFO on expense tracking

WORKING RELATIONSHIPS

Direct Reporting

  • Principal: Direct personal support and coordination as needed and on demand

  • Weekly Check-ins: Participate in weekly coordination meetings

Key Coordination Partners

  • Director of Operations: Travel planning and email coordination

  • CFO: Personal expense and property matters

  • Domestic Worker: Spanish-language communication bridge

  • Executive Assistant: Travel coordination when Principal is doing work travel

SCHEDULE & AVAILABILITY

Base Schedule

  • Part-time position with flexible core hours

  • On-demand availability for urgent personal needs

  • Travel-dependent schedule based on Principal's travel patterns

On-Demand Requirements

  • Medical coordination while Principal is traveling

  • Last-minute pet care for sudden travel changes

  • Emergency personal coordination as needed

  • Shipping and logistics when time-sensitive personal matters arise

QUALIFICATIONS

Required Skills

  • Language: Native or near-native fluency in English and Spanish

  • Communication: Excellent verbal and written communication in both languages

  • Organization: Strong attention to detail and organizational skills

  • Technology: Comfortable with smartphones, apps, and basic digital tools

  • Medical: Comfortable handling prescription coordination and medical appointments

  • Pet Care: Experience with dogs and willingness to provide pet care

Preferred Experience

  • Previous personal assistant or household management experience

  • Experience with travel planning and loyalty programs

  • Familiarity with Puerto Rico healthcare and pharmacy systems

  • Pet care or veterinary experience

  • Bilingual administrative or customer service background

PERSONAL ATTRIBUTES

Essential Qualities

  • Reliability: Dependable for both scheduled and on-demand needs

  • Discretion: Handle personal and family matters with complete confidentiality

  • Flexibility: Adapt to changing schedules and urgent requests

  • Initiative: Proactive problem-solving and anticipating needs

  • Cultural Sensitivity: Comfortable working with both English and Spanish-speaking contacts

  • Animal Comfort: Genuine comfort and care for pets

Communication Style

  • Professional: Clear, concise communication with all contacts

  • Bilingual Fluency: Seamless switching between English and Spanish as needed

  • Calm Under Pressure: Maintain composure during urgent or stressful situations

  • Detail-Oriented: Accuracy in medical, travel, and personal coordination

Compensation & Benefits

  • Competitive part-time compensation based on experience

  • Mileage reimbursement

  • Flexible schedule with core availability requirements

  • Growth opportunity as personal needs evolve

  • Work with established team of professionals

Success Metrics

Primary Measures

  • Travel Efficiency: Successful loyalty program management and status maintenance

  • Medical Coordination: Accurate prescription and appointment management

  • Pet Care Reliability: Consistent, high-quality care for Cash

  • Family Satisfaction: Positive feedback from family members on communication and coordination

  • On-Demand Responsiveness: Quick, effective response to urgent personal needs

Team Integration

  • Seamless coordination with other professionals

  • Effective participation in weekly team check-ins

  • Clear communication of personal needs affecting business operations

Application Requirements

Please provide:

  • Resume highlighting relevant personal assistant or household management experience

  • Examples of bilingual communication and coordination experience

  • References who can speak to reliability and pet care comfort

  • Availability for both part-time schedule and on-demand work

  • Confirmation of San Juan metro area location and reliable transportation

  • Valid Puerto Rico driver's license

San Juan, Puerto Rico 🇵🇷