Executive Assistant

Pivotal Health•Los Angeles, CA

About The Position

Pivotal Health is a leading technology platform that helps healthcare providers receive fair payment in a complex reimbursement landscape, addressing persistent underpayment from health insurance companies. They combine software, data, and service into an AI-driven platform to simplify complex reimbursement workflows, helping providers dispute underpaid claims, reduce administrative burden, and recover entitled reimbursement. The company is building solutions to enable providers to operate with clarity, control, and confidence across the reimbursement journey. The Executive Assistant role is a strategic partner to the Executive team, requiring a highly organized, proactive, and resourceful individual who thrives in ambiguity, anticipates needs, and brings structure to fast-moving environments. This person will be at the center of the action, enabling executives to stay focused, prepared, and operate at their highest level.

Requirements

5–8+ years of experience supporting multiple executives in a fast-paced environment (startup or high-growth preferred)
Proven ability to manage competing priorities and stay organized under pressure
Exceptional communication skills (written and verbal)
High level of discretion and professionalism
Strong problem-solving mindset with a bias toward action
Comfortable with ambiguity and rapid change
Proficiency with tools like Google Workspace, Slack, Notion, etc.

Nice To Haves

Experience supporting executives in healthcare, tech, or venture-backed startups
Strong operational instincts - you don’t just execute, you improve how things work
Ability to influence without authority and keep teams aligned
High ownership mentality, meaning you see something broken and fix it

Responsibilities

Manage complex calendars across multiple executives, prioritizing effectively and ensuring alignment with company goals
Coordinate internal and external meetings, including agendas, prep materials, and follow-ups
Act as a gatekeeper and strategic partner, protecting executive time while ensuring accessibility
Drive key operational workflows (e.g., meeting cadence, leadership rituals, offsites)
Track action items and ensure follow-through across executives and teams
Support cross-functional coordination and communication
Draft and manage internal and external communications on behalf of executives
Interface with board members, investors, partners, and senior stakeholders
Maintain confidentiality and professionalism in all interactions
Plan and manage detailed travel itineraries, often with shifting priorities
Coordinate team events, offsites, and executive-level meetings
Identify inefficiencies and proactively build systems to improve how executives operate
Bring structure and clarity to ambiguous or evolving processes