Chief of Staff / Dir. Human Resources

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