Senior Executive Assistant (Early-Stage Tech) - A152

Senior Executive Assistant / Chief Of Staff

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.

Our client is an AI-powered healthcare advocacy startup on a mission to help patients navigate the U.S. healthcare system with empathy and precision. Combining cutting-edge automation with human-centered support, they help Medicare patients manage care plans, diagnoses, and medical billing while reducing administrative complexity.

This is a fast-moving, high-impact startup backed by industry leaders from healthcare and technology built on a culture of ownership, humility, and execution.

Our client is a rapidly growing early-stage startup operating at the intersection of technology, operations, and strategy. The company is led by mission-driven founders who are scaling fast and need reliable, high-execution operational support. The environment is dynamic, fast-paced, and ideal for someone who thrives in ambiguity and takes ownership from day one.

Role Overview

We're looking for a Senior Executive Assistant / Chief Of Staff to provide operational, administrative, and strategic leverage to the founding team. This role blends high-level coordination, project management, and communication excellence ensuring that the founders stay focused on strategic growth while daily operations run seamlessly.

The ideal candidate is highly organized, resourceful, and thrives in startup environments where priorities shift quickly. You'll manage core operations, streamline systems, and act as the founders' trusted right hand across strategic and tactical initiatives.

Your Impact

• You'll be the operational engine behind the founders ensuring their time and focus are spent where it matters most.
• Your structure and foresight will drive organizational efficiency, enabling the company to scale faster and smarter.
• You'll establish systems, SOPs, and processes that will become the backbone of company operations.
• You'll enhance founder productivity, communication, and alignment across all internal and external stakeholders.

Core Responsibilities

Founder Operations & Administrative Support 40%

Recruiting & People Operations 25%

Project & Systems Management 20%

Communication & Coordination 15%