Senior Executive Assistant

Industry: Consulting / Public Sector / Executive Operations

Work Arrangement: Fully remote

Job Type: Independent Contractor, Full-time

Work Schedule: Monday to Friday — 40 hours per week (with flexibility for evening or weekend responsiveness)

Locations:

• Philippines
• LATAM (Mexico, Colombia, Argentina, Brazil)
• Other remote regions with strong English communication and startup 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 social-impact-driven consulting firm supporting government, education, and enterprise clients across the United States. The organization helps leaders navigate complex systems and build innovative solutions that create lasting change in their communities. The culture blends professionalism, mission, and innovation — valuing excellence, empathy, and proactive execution.

Role Overview:

We are seeking a Senior Executive Assistant to support the Office of the CEO. You'll serve as the CEO's right hand, ensuring that communication, scheduling, and strategic execution remain seamless. This is a critical role that demands exceptional attention to detail, high emotional intelligence, and the ability to thrive in fast-moving, high-stakes environments.

The ideal candidate is a disciplined operator who anticipates needs, handles sensitive information discreetly, and ensures the CEO's bandwidth is maximized across strategic priorities.

Your Impact:

• You will enable the CEO to focus on high-value decisions by managing critical scheduling, communication, and operational workflows.
• You'll elevate organizational precision — ensuring every meeting, trip, and document aligns with the company's mission and strategic goals.
• Your proactive problem-solving will help eliminate friction, foster collaboration, and sustain momentum across executive initiatives.
• You'll create structure, documentation, and systems that scale with the growth of the firm and its leadership team.

Core Responsibilities:

Calendar & Scheduling Management – 35%

• Manage and optimize the CEO's calendar, prioritizing strategic commitments.
• Anticipate and resolve scheduling conflicts with precision and discretion.
• Coordinate pre-meeting briefs, logistics, and follow-up actions.
• Maintain readiness for shifting priorities and high-demand scheduling.

Executive Travel & Logistics – 20%

• Plan and manage all domestic and international travel for the CEO.
• Handle real-time itinerary changes, bookings, and vendor coordination.
• Prepare detailed briefing packets and ensure alignment between travel and strategic objectives.

Communication & Coordination – 25%

• Serve as the liaison between the CEO and key stakeholders.
• Draft and edit correspondence, reports, and documentation in an executive voice.
• Maintain CRM systems to track engagements and manage relationships.
• Partner with the Chief of Staff and senior team to ensure cross-functional alignment.

Operational Systems & Documentation – 15%

• Lead CRM and productivity system management (HubSpot, ClickUp, etc.).
• Implement administrative automation and AI/Copilot workflows.
• Maintain SOPs, reports, and documentation with clear formatting and consistency.

Special Projects & Office of the CEO Support – 5%

• Support enterprise-level meetings, retreats, and strategic projects.
• Track deliverables, surface insights, and ensure alignment across initiatives.

Requirements:

Must-Have (Required):

• 8+ years of experience supporting C-suite executives (CEO, Founder, or similar).
• Mastery of Microsoft 365 Suite (Outlook, Excel, PowerPoint, Word) and AI/Copilot tools.
• Strong scheduling and coordination expertise across multiple time zones.
• Excellent written and spoken English with executive-level polish.
• Demonstrated experience managing CRM or contact-tracking tools.
• Proven discretion and reliability handling confidential materials.
• Highly organized, detail-oriented, and responsive under pressure.

Nice-to-Have (Preferred):

• Experience supporting leaders in consulting, government, or enterprise sectors.
• Proficiency in workflow and task management tools (ClickUp, HubSpot, Asana).
• Process-oriented mindset with the ability to build scalable systems.
• Familiarity with automation tools or AI productivity systems.

Tools Proficiency:

Required:

• Core Productivity: Microsoft 365 (Outlook, Excel, PowerPoint, Word)
• Communication: Microsoft Teams, Zoom, Slack
• CRM / Organization: HubSpot, ClickUp, or similar
• AI Tools: Microsoft Copilot for workflow and document management

Preferred:

• Travel Management: Concur, TripIt, or similar platforms
• Documentation & Storage: SharePoint, Google Drive

Soft Skills & Cultural Fit:

• Exceptionally responsive, precise, and calm under pressure.
• Operates with integrity, discretion, and accountability.
• Proactive problem-solver with strong judgment and initiative.
• Collaborative partner to the Chief of Staff and leadership team.
• Adaptable and composed in dynamic, high-stakes environments.

Benefits:

• Competitive Salary: Based on experience and skills
• Remote Work: Fully remote—work from anywhere
• 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
• Top-grading Interview
• Client Interview
• Job Offer
• Client Onboarding

Ready to Join Us?:

If you're a highly organized, discreet, and dependable operator who thrives in fast-moving executive environments, we'd love to hear from you. Join a purpose-driven team supporting leadership that's creating measurable social impact.