Executive Assistant - Part Time (US Real Estate, WFH)

Salary: P500 per hour

Schedule: 9:00 PM - 2:00 AM PHT (5 hours a day; 25 hours a week)

What are we looking for? We are seeking a highly organized, proactive, and detail-oriented Executive Assistant to support a busy entrepreneur with both business and personal administrative responsibilities. This role requires exceptional organizational skills, strong communication abilities, and the discretion to handle confidential information with

professionalism.

The ideal candidate thrives in a fast-paced environment, anticipates needs before they arise, and is comfortable managing a wide variety of administrative responsibilities. Experience supporting executives with disabilities or complex medical scheduling is highly valued.

This position requires someone who is dependable, resourceful, and capable of managing multiple priorities with minimal supervision.

Skills Required Preferred Qualifications

• Experience supporting an executive or professional with a disability, chronic medical condition, or complex accessibility needs
• Experience coordinating medical appointments, insurance providers, or healthcare offices
• Experience in the real estate industry
• Familiarity with MLS platforms and real estate transaction workflows
• Experience preparing job application drafts, resumes, and customized cover letters for executive review

Ideal Candidate We're Looking For Someone Who

• Is proactive and anticipates needs before being asked
• Demonstrates empathy, patience, and professionalism when coordinating accessibility and medical-related logistics
• Is highly organized and dependable
• Can switch between personal and business priorities with ease
• Maintains strict confidentiality at all times
• Has excellent follow-through and consistently meets deadlines
• Is resourceful and comfortable solving problems independently
• Quick thinker with a problem solving attitude, only escalate when all resources and solutions are exhausted.
• Is comfortable working in a dynamic entrepreneurial environment where priorities can shift quickly

What will you do? Executive & Calendar Support

• Manage both business and personal calendars
• Schedule, reschedule, and coordinate appointments
• Proactively remind the CEO of upcoming meetings, appointments, and important tasks
• Coordinate meetings while preventing scheduling conflicts
• Assist with day-to-day executive administrative support

Travel & Logistics

• Coordinate domestic and international travel arrangements
• Plan travel logistics while considering accessibility and mobility accommodations
• Prepare detailed travel itineraries
• Coordinate transportation, lodging, and related travel requirements

Medical Coordination

• Handle applicable insurance/medication tasks related to medical appointments and prescription refill
• Schedule medical appointments and recurring therapy appointments
• Coordinate ongoing physical therapy and specialist visits
• Communicate with physician offices, medical providers, and insurance companies on behalf of the CEO
• Track appointments and ensure required documentation is completed
• Assist with medical administrative coordination while maintaining confidentiality

Financial & Administrative Support

• Communicate with vendors regarding billing questions and charge disputes
• Help ensure accuracy of medical-related expenses
• Maintain organized records and supporting documentation
• Perform data entry into CRM systems and spreadsheets
• Update and maintain business records with a high degree of accuracy

General Administrative Support

• Complete ad hoc administrative projects
• Prepare documents and reports as requested
• Organize digital files and maintain documentation
• Assist with various executive support tasks as business needs evolve

Required Qualifications

• 3+ years of experience as an Executive Assistant, Administrative Assistant, or similar support role
• Advanced Microsoft Excel skills (required)
• Strong proficiency with Microsoft Office and Google Workspace
• Experience managing complex calendars and scheduling
• Familiarity with applications like TinyCall, Calendly and other calendar booking systems
• Familiarity with Zoom
• Experience working with CRM platforms
• Excellent written and verbal English communication skills
• Exceptional organizational and time management abilities
• Strong attention to detail and accuracy
• Comfortable handling highly confidential and sensitive information
• Ability to multitask and prioritize changing workloads
• Strong problem-solving skills with the ability to work independently
• Professional, dependable, and highly responsive
• Experience communicating with vendors, service providers, and external stakeholders
• Experience performing high-volume data entry while maintaining accuracy

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Equal Employment Statement

Employment decisions at ConnectOS will be conducted without consideration of factors such as age, race, color, religion, gender, disability status, sexual orientation, gender identity or expression, genetic information, and marital status. ConnectOS ensures the full confidentiality of the data it processes.