Senior Executive Assistant

Executive Assistant to the Co-Founders | CEO
FreeHealth.ai | AI Healthcare Companion & Digital Twin Platform

Role Summary
Served as a senior-level Executive Assistant working alongside the co-founders, acting as a strategic execution partner responsible for leadership accountability, project management, executive operations, and high-level outreach coordination across a fast-scaling AI healthcare platform.
Operated as a force multiplier for leadership, ensuring priorities were executed, commitments were tracked, and cross-functional initiatives moved forward with clarity and discipline.

Key Responsibilities

Leadership Accountability & Execution
Partnered directly with co-founders to track strategic priorities, decisions, and commitments
Maintained accountability across leadership and cross-functional teams
Proactively identified risks, blockers, and execution gaps
Ensured follow-through on all high-level initiatives

Project Management & Systems
Owned centralized project management across multiple initiatives and workstreams
Built and managed Monday.com at an advanced level , including dashboards, automations, dependencies, timelines, and executive reporting
Translated high-level strategy into actionable plans with clear owners and deadlines
Delivered concise executive updates and progress reports

Executive Operations
Managed complex calendars and priorities across multiple co-founders and time zones
Prepared leadership for meetings with briefs, agendas, and context
Captured action items and ensured post-meeting execution
Protected leadership time by filtering low-value meetings and distractions

Outreach & Relationship Management
Coordinated outreach to investors, partners, advisors, and senior stakeholders
Managed follow-ups, scheduling, and relationship tracking
Drafted professional communications on behalf of the co-founders
Ensured warm introductions and high-value opportunities were properly advanced

Process, Scale & Organizational Support
Helped design and refine operating rhythms, workflows, and SOPs
Supported hiring coordination and onboarding
Acted as connective tissue across teams, vendors, and leadership
Improved execution cadence and internal communication

Qualifications & Profile
Master’s degree or advanced graduate-level degree (MBA, MHA, MPH, MS, JD, or equivalent)
7+ years supporting founders, C-suite executives, or leadership teams
Advanced, hands-on experience with Monday.com as an operating system
Strong project management and systems-thinking capabilities
Background in startups, healthcare, venture-backed companies, consulting, or high-growth environments
High emotional intelligence, discretion, and executive presence

Core Strengths
Leadership accountability
Executive operations
Advanced project management
Systems design and optimization
High-level communication
Strategic follow-through

To apply please visit www.freehealth.ai and sign up for early access.