Executive Assistant

Work Arrangement: Fully Remote

Job Type: Full-time, Independent Contractor

Work Schedule: Monday–Friday, 9:00 AM to 6:00 PM Eastern Time

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

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, make an impact, and build a long-term career. We believe in creating environments where your potential is recognized, your voice matters, and your success is tied to meaningful work—not short-term perks. Joining Pearl means stepping into opportunities that challenge you, support you, and set you up for lasting success.

Our client is a U.S.-based startup dedicated to helping people navigate complex care systems so they can live healthier, better lives. They work closely with providers and caregivers to deliver personalized support, streamline processes, and improve outcomes for the communities they serve.

As an Executive Assistant & Operations Generalist, you will provide executive-level support while acting as a smart generalist responsible for operational processes, project execution, and team coordination. This role is ideal for candidates with a strong EA foundation who enjoy taking ownership of diverse projects outside traditional administrative tasks. You will be empowered to shape your role over time, contributing to both day-to-day operations and strategic initiatives as the company scales. Candidates who thrive here are highly organized, proactive, and adaptable, with a passion for learning and ownership.

Your Impact

• Ensure smooth onboarding and coordination for new hires while enhancing internal operational workflows.
• Lead projects beyond traditional EA responsibilities, improving efficiency, team productivity, and execution outcomes.
• Maintain clear, plainspoken communication across stakeholders, including executives, new hires, and cross-functional teams.
• Take ownership of initiatives that contribute directly to business success, demonstrating flexibility and initiative.
• Contribute to process improvements, reporting, and operational insights that help shape the company's growth.

Candidate & Team Coordination

• Manage communications with team members and stakeholders, including onboarding and routine updates.
• Serve as a primary point of contact for team operations and general administrative support.

Project Management & Operational Execution

• Lead or support cross-functional projects beyond traditional EA tasks.
• Coordinate timelines, deliverables, and follow-ups for key operational initiatives.

Process Improvement & Systems

• Develop and maintain workflows, documentation, and systems that improve team efficiency.
• Identify bottlenecks or gaps and propose actionable solutions to optimize operations.

Reporting & Insights

• Track performance metrics, summarize key insights, and flag issues to management.
• Support data-driven decisions by providing timely, accurate operational reports.

Operational Flexibility

• Take on additional responsibilities as needed, contributing to both tactical and strategic priorities.
• Adapt to evolving business needs and explore opportunities to expand your role over time.

Requirements

Must-Haves (Required)

• 3+ years of experience in Executive Assistance, Operations, or similar roles.
• Proven ability to take ownership of projects beyond standard EA tasks.
• Strong written and verbal English communication skills — friendly, professional, and clear.
• Exceptional organizational skills with attention to detail and ability to manage multiple priorities.
• Proactive, self-starter mindset with problem-solving skills and follow-through to completion.
• Tech-savvy and comfortable using productivity and communication tools like Google Workspace, Slack, Notion, or similar platforms.
• Adaptable and flexible in a fast-paced, evolving environment.

Nice-to-Haves (Preferred)

• Experience in startup or high-growth environments.
• Familiarity with process improvement frameworks or operational systems.
• Exposure to project management tools or cross-functional project execution.

Benefits

Remote Work: Fully remote—work from anywhere

Work Schedule: Monday to Friday, 9:00AM - 5:00PM EST

Generous PTO: Ample paid time off to rest and recharge

Health Coverage: HMO coverage after 3 months

Direct Mentorship: Grow through guidance from international industry experts

Learning & Development: Ongoing access to resources for professional growth

Global Networking: Work and connect with professionals around the world

Work-Life Balance: Flexible hours that support a healthy work-life balance

1. Application
2. Screening
3. Skills Assessment
4. Top-grading interview
5. Client Interview
6. Job Offer
7. Client Onboarding
   

If this role aligns with your skills and career goals, we'd love to hear from you. Apply now to take the next step in your journey with Pearl.