About this role
IndustryReal Estate / Amenity Services
Work ArrangementRemote
Job TypeFull-Time
Work ScheduleFlexible schedule with potential evening or after-hours availability as needed (CST)
LocationsLATAM (Preferred) | Philippines (with strong US experience)
About Pearl TalentPearl 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 CompanyOur client is a fast-growing, bootstrapped company in the real estate amenities space, transforming underutilized areas within residential communities into revenue-generating amenities. With a lean, high-performing team and strong retention, the company is experiencing rapid growth and operates with a people-first culture. The founders are hands-on operators who value efficiency, trust, and long-term partnerships.
Role OverviewThis is a fully remote, long-term personal assistant role supporting two co-founders of a fast-growing US-based company. The role is approximately 90% personal — meaning you'll be focused on their lives outside the office, not inside it. Their existing team handles the business. You handle everything else.
You'll plan memorable trips, manage personal relationships, coordinate health and lifestyle logistics, research anything and everything that might make their lives easier, and generally serve as the invisible hand that keeps their personal world running smoothly. As trust builds, so does your responsibility — and your compensation.
This is not a traditional assistant role. It requires independent judgment, real taste, and genuine care for the people you work with. If you're someone who finds deep satisfaction in making others' lives better and wants a role you can grow into for years — read on.
Your ImpactYou will directly improve the founders’ ability to focus on high-leverage business decisions by removing personal administrative burden and reducing cognitive load. Your work will enable smoother day-to-day living, better time management, and more meaningful personal experiences for the founders. By proactively managing logistics, relationships, and planning, you will contribute to increased efficiency, reduced stress, and stronger overall productivity at the leadership level.
Core ResponsibilitiesPersonal 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 executionRequirements
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 ProficiencyMust-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 toolsBenefits
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 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.