Executive Assistant- CEO/CTO/COO

Pearl•West Hollywood, CA

2d•Hybrid

About The Position

Pearl is shaping the future of dentistry with a suite of AI solutions engineered to establish higher standards of quality and care for patients worldwide. Since 2019, our team has developed FDA-cleared computer vision capabilities for the interpretation of 2D and 3D dental imagery, industry-leading technology that clinicians, practice owners, labs, and insurers use to elevate the efficiency, accuracy, and consistency of dental care globally. We are seeking a proactive, detail-obsessed, and highly organized Executive Assistant to support Pearl's CEO, CTO, and COO. This role is the operational backbone of our executive team: you will own complex calendars, coordinate travel and events, prepare materials for board and leadership meetings, and keep three fast-moving executives focused on what matters most. You will also manage the day-to-day operations of our small West Hollywood office, keeping it running smoothly and welcoming for the team and visitors. The ideal candidate anticipates needs before they surface, handles sensitive information with absolute discretion, and thrives on bringing order to a dynamic, high-growth environment. This role requires exceptional judgment, ownership, and the ability to operate independently once expectations are clear.

Requirements

10+ years of experience as an Executive Assistant, with at least 5 years supporting C-level executives, ideally in a high-growth technology or SaaS environment
Experience with office management or workplace operations a plus
Proven ability to support multiple executives simultaneously and prioritize competing demands
Exceptional written and verbal communication skills, with the polish to represent executives externally
Advanced proficiency with Google Workspace, Slack, Zoom, and expense/travel tools; comfort learning new software quickly, including AI tools
Impeccable attention to detail and follow-through
High degree of discretion and sound judgment with confidential information
Ability to work independently, anticipate needs, and flag issues before they become problems
Calm, resourceful, and solutions-oriented under pressure in a fast-paced environment
Based in the Los Angeles area, with the ability to work from our West Hollywood office 2-3 days per week

Responsibilities

Manage complex, ever-changing calendars across three executives, prioritizing meetings based on business impact and resolving conflicts proactively
Coordinate domestic and international travel end to end, including flights, lodging, ground transportation, and detailed itineraries
Prepare agendas, briefing documents, and follow-up notes for leadership meetings, customer visits, and industry events
Serve as a gatekeeper and point of contact between executives and internal teams, customers, investors, and partners
Plan and execute executive offsites, team events, and conference logistics
Manage expense reports, invoices, and approvals for the executive team in a timely, accurate manner
Draft, review, and polish executive communications, presentations, and correspondence
Track action items and commitments across the executive team and follow up to ensure completion
Handle confidential company, personnel, and financial information with complete discretion
Manage day-to-day operations of our small West Hollywood office, including supplies, snacks, mail, vendors, and facilities requests
Serve as the point of contact for building management and coordinate office access for employees and guests
Greet and host visitors, and coordinate onsite meetings, lunches, and in-office events
Identify and fix process gaps in how the executive office runs; own the fixes rather than waiting for direction
Support special projects and cross-functional initiatives as assigned by the CEO, CTO, or COO