About the role
Lemonaid Health is a mission driven technology startup committed to providing quality and affordable healthcare to patients nationwide. We build long term relationships with patients by offering a broad range of primary care services to help them lead happier, healthier lives
Role Overview
We are seeking a Chief of Staff & Head of People to serve as a trusted partner to the President and leadership team. This role is designed for someone who operates at a high level of judgment, discretion, and ownership—not just execution.
This person will extend the President’s effectiveness across operations, people, and priority initiatives, while also owning day-to-day administrative, HR, and organizational execution. The role blends strategic leverage with hands-on responsibility and is critical to how the company runs. This is not a traditional assistant role. It is a business operator role with administrative authority.
Responsibilities Overview:
Act as a right-hand partner to the President, helping prioritize time, decisions, and initiatives
Own follow-ups, execution, and accountability on cross-functional priorities
Prepare briefings, summaries, and decision memos
Sit in on key meetings and ensure outcomes are documented and executed
Anticipate issues before they surface and proactively propose solutions
Serve as a point of coordination across leadership, vendors, and partners
People & HR Leadership
Own HR operations end-to-end, including:
Hiring coordination and onboarding
Employee records, policies, and compliance
Benefits administration and payroll coordination
Performance review processes and employee relations
Act as a trusted first point of contact for employees on people-related matters
Partner with leadership on organizational design, role clarity, and headcount planning
Ensure compliance with employment laws and company policies
Support culture, communication, and internal alignment
Operations & Business Management
Oversee day-to-day internal operations to ensure the company runs smoothly
Manage vendors, contracts, and administrative systems
Create and maintain internal processes, documentation, and SOPs
Own internal calendars, scheduling, and coordination at the company level
Support finance operations (expenses, approvals, light reporting, coordination with accounting)
Operations and Business Management
Manage the President’s calendar, travel, communications, and logistics
Filter and prioritize inbound requests and information
Handle sensitive and confidential matters with discretion
Act as a proxy for the President when appropriate
What Success Looks Like
The President’s time is focused on the highest-impact work
The organization runs smoothly without bottlenecks or dropped balls
Employees feel supported, informed, and aligned
HR and operations are proactive, not reactive
Leadership initiatives move forward without constant follow-up
Ideal Profile
7–12+ years in operations, HR, chief of staff, or senior administrative roles
Experience working directly with founders or executives
Strong judgment, discretion, and executive presence
Comfortable switching between strategic thinking and hands-on execution
Excellent written and verbal communication
Highly organized, calm under pressure, and self-directed
Experience in fast-growth or entrepreneurial environments strongly preferred
Originally posted on Himalayas