Remote Chief of Staff & Executive Assistant

Chief of Staff & Executive Assistant

Location: Work From Anywhere in LATAM or the Philippines

Work Schedule: EST | Full-time, aligned with US East Coast business hours (40 hours per week, Monday–Friday)

Compensation Range: $2,000.00 USD/month based on experience

About the Role:
An early-stage, founder-led company in the healthcare and consumer space is building data-driven outreach and operations. They are looking for a Chief of Staff & Executive Assistant to protect founder focus time and own both executive support and research operations end-to-end. This is a high-trust role in a lean, fast-moving remote setup where you will fluidly move between administrative work and hands-on market research. Success means founders stay focused on high-leverage work while a reliable system handles scheduling, logistics, and a growing research pipeline.

Day-to-Day Responsibilities:

• Manage founders' inboxes and calendars.
• Coordinate meetings and travel.
• Track expenses and vendor invoices.
• Maintain shared documentation.
• Build research spreadsheets.
• Source verified contact data.
• Queue outreach.

Must-Have Requirements:

• 3+ years of executive assistant or executive support experience for founders or C-level leaders in a remote environment.
• Hands-on management of executive inboxes and calendars across multiple stakeholders and time zones.
• Strong proficiency in Google Workspace (Google Sheets, Gmail, Google Drive, Google Calendar).
• Demonstrated experience building and maintaining research or contact databases at scale.
• Experience coordinating travel, expense tracking, reimbursements, and vendor/invoice processing.
• Working use of AI tools (Claude or ChatGPT) for day-to-day research and drafting tasks.
• C1+ English (CEFR) for founder- and client-facing communication.

Nice-to-Have Requirements:

• Prior experience supporting founders or C-level leaders at an early-stage or fast-paced startup.
• Background in healthcare, consumer, or B2C environments.
• Familiarity with lightweight CRM tools or Google Sheets-based outreach workflows.
• Experience queuing or managing outbound and lead-generation workflows.
• Light project management across multiple operational workstreams.

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. We look for sharp, hungry candidates who they can consistently promote and work with over many years.

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.

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.