[Hiring] Executive Personal Assistant @Pearl

Role Description

This is a fully remote Executive Personal Assistant role supporting senior leadership in a fast-growing US-based company. The role is primarily focused on personal life management, ensuring that the principals’ day-to-day lives run smoothly and efficiently outside of business operations.

• Manage travel, personal logistics, social calendars, and lifestyle coordination.
• Act as a trusted partner who anticipates needs and executes with precision.
• Highly independent role requiring strong judgment, taste, and initiative.
• Thrive in a fast-paced, high-trust environment.
• Improve the quality of life for others through thoughtful planning, organization, and proactive problem-solving.

Your Impact

• Directly improve the efficiency and effectiveness of senior leadership.
• Remove personal administrative burdens to enable focus on high-impact business priorities.
• Enhance overall productivity and reduce cognitive load.
• Ensure seamless execution of personal logistics and experiences.
• Contribute to stronger personal relationships and better time management.
• Deliver thoughtful, high-quality outcomes and build long-term trust.

Core Responsibilities

• Personal Life Administration – 35%
  • Manage personal logistics including appointments, memberships, billing, and subscriptions.
  • Maintain and proactively manage personal calendars.
  • Act as an accountability partner for routines and personal goals.
  • Research and recommend products, services, and tools that improve daily life.
• Travel Planning and Logistics – 30%
  • Plan and book flights, hotels, and dining using optimal options (points, miles, or cash).
  • Create detailed and thoughtful travel itineraries.
  • Coordinate schedules with partners and manage all travel logistics end-to-end.
  • Handle last-minute changes efficiently with minimal disruption.
• Relationship & Social Calendar Management – 15%
  • Maintain a personal CRM for relationships with friends, family, and contacts.
  • Coordinate and send thoughtful gifts for important occasions.
  • Manage and organize social schedules and events.
  • Plan meaningful gatherings and experiences.
• Research & Special Projects – 15%
  • Conduct in-depth research across lifestyle, travel, and service categories.
  • Provide structured, opinionated recommendations with clear reasoning.
  • Support ad-hoc personal projects requiring initiative and creativity.
  • Identify opportunities to automate repetitive tasks using technology.
• Communication & Coordination – 5%
  • Manage inbound personal communications and prioritize responses.
  • Draft correspondence, notes, and follow-ups.
  • Coordinate with vendors and third parties to ensure execution.

Qualifications

• 3+ years of experience as a Personal Assistant, Executive Assistant, or similar role.
• Exceptional written and verbal English communication skills.
• Strong attention to detail and organizational abilities.
• Proven ability to exercise independent judgment and decision-making.
• Familiarity with US travel, hospitality, and lifestyle standards.
• High level of reliability, responsiveness, and follow-through.
• Ability to work in a fast-paced, high-accountability environment.
• Stable internet connection (minimum 50 Mbps) and dedicated workspace.

Nice-to-Haves

• Experience supporting high-net-worth individuals or senior executives.
• Familiarity with travel rewards programs (points, miles, loyalty systems).
• Experience managing personal CRM or relationship tracking systems.
• Background in startup or high-growth environments.
• Experience using AI tools for task automation.

Tools Proficiency

• Must-Haves (Required)
  • Google Workspace.
  • Email and messaging platforms.
  • Travel booking platforms.
• Nice-to-Haves (Preferred)
  • CRM tools.
  • AI tools (e.g., ChatGPT or similar).
  • Research and comparison tools.

Benefits

• Competitive Salary: Based on experience and skills.
• Remote Work: Fully remote—work from anywhere.
• Performance Bonus: Based on data accuracy, reporting timeliness, and overall sales efficiency.
• Team Incentives: Recognition for maintaining 100% CRM hygiene and on-time reporting.
• Generous PTO: In accordance with company policy.
• Health Coverage for PH-based talents: HMO coverage after 3 months for full-time employees.
• Direct Mentorship: Guidance from international industry experts.
• Learning & Development: Ongoing access to resources for professional growth.
• Global Networking: Connect with professionals worldwide.

Our Recruitment Process

• Application
• Screening
• Skills Assessment
• Topgrading Interview
• Client Interview
• Job Offer
• Client Onboarding

Ready to Join Us?

If you’re empathetic, organized, and passionate about improving patient experiences through operational excellence, this role is for you. Apply now to help make specialized healthcare more accessible to patients across the U.S.