The Executive Assistant serves as the operational backbone for founders, CEOs, and senior leadership teams at high-growth startups. At Pearl, we connect top global talent with visionary US and EU founders to drive precision, impact, and operational excellence in fast-moving environments.
What You'll Do
- Manage executive calendars, inboxes, and priorities to ensure maximum productivity (aim for inbox zero)
- Draft, proof, and send professional internal and external communications on behalf of leadership
- Prepare meeting briefs, agendas, and follow-ups ensuring executives are always context-ready
- Coordinate meetings with internal and external stakeholders across multiple time zones
- Manage task lists and close 90%+ of delegated items within 48 hours
- Track deadlines, commitments, and action items to ensure timely execution
- Maintain proactive oversight of ongoing projects to ensure on-time delivery
- Maintain dashboards and documentation in Notion, Asana, and other internal tools
- Create, update, and refine SOPs to improve consistency and operational efficiency
- Build structure around recurring workflows through automation and process mapping
- Monitor task completion and reduce recurring errors or missed deadlines
- Streamline recurring workflows and support cross-functional operational processes
- Facilitate team communication, shared workspaces, and progress tracking systems
- Support operations including vendor coordination and task management
- Own complex calendar management including internal meetings, external calls, and priority-based scheduling
- Coordinate and book travel arrangements (flights, hotels, transportation) with detailed itineraries
- Handle inbox triage: flag urgent messages, draft replies, file emails, and ensure nothing slips through
- Support legal and administrative documentation (routing forms, signatures, deadline tracking)
- Coordinate personal appointments, reservations, and occasional household/vendor support as needed
- Protect executive time by managing schedule conflicts and ensuring adequate focus time
- Conduct industry, competitor, and market research to support executive decision-making
- Compile concise briefs, summaries, and actionable insights from research
- Manage internal communications such as weekly team updates and stakeholder notes
- Research new tools and AI automations to improve operational speed and accuracy
- Support reporting on performance metrics, market trends, and strategic opportunities
- Identify potential issues early and propose proactive solutions
- Assist with special projects including light due diligence and business development initiatives
What We're Looking For
- Excellent English communication skills
- Ability to work in US time zones with flexibility based on client preference
- Proven experience supporting founders, CEOs, or senior executives in fast-paced environments
- Exceptional organizational and time management skills
- High attention to detail and ability to manage multiple priorities simultaneously
- Strong written and verbal communication skills
- Proficiency in tools such as Notion, Asana, and other productivity platforms
- Ability to anticipate needs and act proactively without constant supervision
- Experience managing complex calendars and travel logistics
- Ability to maintain confidentiality and handle sensitive information with discretion
- Strong problem-solving skills and initiative to improve processes
- Reliability and consistency in closing delegated tasks (90%+ within 48 hours)
Nice to Have
- Experience working remotely with US or EU-based startups
- Familiarity with startup culture and fast iteration cycles
- Experience with automation tools and AI-driven productivity enhancements
- Background in operations, project management, or administrative leadership roles
- Demonstrated ability to scale into strategic roles such as Chief of Staff
Technical Stack
- Notion
- Asana
- Email management tools
- Calendar and scheduling platforms
- AI automation tools
- Document collaboration and workflow tools
Team & Environment
- Remote global team supporting US and EU startup founders and executives
- Reporting to Founders, CEOs, and senior leadership teams of client startups
Benefits & Compensation
- Opportunity to work with top 1% of global talent and visionary US and EU founders
- Long-term, meaningful career growth with potential for promotion
- Possibility to be flown out to the US and EU to work with clients
- Exposure to high-growth startups backed by top investors like OpenAI, a16z, and Founders Fund
- Access to exceptional professional development and scaling opportunities
- High autonomy and trust in role execution
- Chance to build long-term relationships with innovative companies
Work Mode
- Global remote role
- Locations: Philippines, LATAM, South Africa, Kenya, Other remote regions
- Flexible within US time zones; candidate expected to align with client's scheduling preferences
