Executive Personal Assistant (Real Estate / Amenity Services) - A353

Industry

Real Estate / Amenity Services

Work Arrangement

Remote

Job Type

Full-Time

Work Schedule

Flexible schedule with potential evening or after-hours availability as needed

Locations

LATAM (Preferred) | Philippines (with strong US experience)

About Pearl Talent

Pearl works with the top 1% of candidates from around the world and connects them with the best startups in the US and EU. Our clients have raised over $5B in aggregate and are backed by companies like OpenAI, a16z, and Founders Fund. They’re looking for the sharpest, hungriest candidates who they can consistently promote and work with over many years. Candidates we’ve hired have been flown out to the US and EU to work with their clients, and even promoted to roles that match folks onshore in the US.

Hear why we exist, what we believe in, and who we’re building for: WATCH HERE

Why Work with Us?

At Pearl, we’re not just another recruiting firm—we connect you with exceptional opportunities to work alongside visionary US and EU founders. Our focus is on placing you in roles where you can grow, be challenged, and build long-term, meaningful careers.

About the Company

Our client is a fast-growing company in the real estate amenities space, transforming underutilized residential spaces into high-value, revenue-generating amenities. The company operates with a lean, high-performance team and is experiencing rapid growth while maintaining a strong culture of ownership, accountability, and long-term employee retention.

Role Overview

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.

You will manage travel, personal logistics, social calendars, and lifestyle coordination while acting as a trusted partner who anticipates needs and executes with precision. This role is highly independent and requires strong judgment, taste, and initiative rather than task-based execution.

The ideal candidate thrives in a fast-paced, high-trust environment and takes pride in improving the quality of life for others through thoughtful planning, organization, and proactive problem-solving.

Your Impact

You will directly improve the efficiency and effectiveness of senior leadership by removing personal administrative burdens and enabling them to focus on high-impact business priorities.

Your work will enhance overall productivity, reduce cognitive load, and ensure seamless execution of personal logistics and experiences. You will also contribute to stronger personal relationships, better time management, and higher overall life quality for the principals you support.

Success in this role means consistently delivering thoughtful, high-quality outcomes, anticipating needs before they arise, and building long-term trust through reliability and excellent judgment.

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

Requirements

Must-Haves (Required)

• 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 (Preferred)

• 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
• 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

1. Application
2. Screening
3. Skills Assessment
4. Topgrading Interview
5. Client Interview
6. Job Offer
7. 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.