Head of Operations

Terrarium•New York, NY

1d•$150,000 - $170,000

About The Position

Leland Care is building the first unified system of record for aging to help seniors live longer, healthier, and happier lives. With one complete record of a senior’s health and life, AI can intelligently analyze the full picture to surface risks, gaps, and opportunities, while the senior’s trusted human navigator guides the next best actions and removes friction so families can actually follow through. This turns fragmented information into proactive, coordinated support that extends healthy, independent years. The company has a multi-year funding runway and is launching pilots in 2026 with providers and already in active conversations with major US health systems. The company is led by a Stanford GSB founder with experience scaling new businesses at Sword Health and Homebase. As the Founding Head of Operations, you are the operating backbone of the company. You turn strategy into execution and you build the machine that lets a regulated healthcare company move fast without breaking. One day you are running a special project or prepping the board, the next you are standing up our billing rails or fixing a broken process before it scales. You will own four things: Force multiplier to the CEO: Run special projects end-to-end, drive hiring and onboarding, support fundraising and board prep, and own the dozens of cross-functional threads that keep the company moving. Compliance and billing rails: Stand up the infrastructure that makes us legitimate and reimbursable. HIPAA, BAA, OIG review, SOC 2, entity and TIN, Medicare enrollment, consent and copay workflows, and audit-ready documentation. Revenue cycle: Run the rails day to day. Time tracking, claims submission, acceptance, denials, and days to cash. Turn delivered navigation into clean, collected revenue. Analytics and reporting: Build the reporting backbone. Track outcomes and leading indicators, run the weekly cadence, and give the team and the board a clear, honest picture of what is working. Expect to make high-leverage operational decisions, move fast, and own outcomes end-to-end with minimal process. This is a true 0-1 role. You will define how the company runs.

Requirements

Generalist operator who goes deep
Ability to run a fundraising workstream and a claims workflow in the same week
Hands-on clinical billing experience
Personally run Medicare, Medicaid, or commercial billing, documentation, credentialing, and denials
Understand what breaks in billing and how to stay compliant
High agency: figures things out, moves fast, and does whatever it takes to make progress
Thrives in ambiguity and chaos
Prefers clear goals and maximum freedom over hand-holding and process
Brings structure to messes
Sees the broken process or the missing system before it becomes a fire, and builds the fix
Low ego, high output
Desires the intensity and ownership that only exists at the earliest stage of a company

Responsibilities

Run special projects end-to-end
Drive hiring and onboarding
Support fundraising and board prep
Own cross-functional threads that keep the company moving
Stand up the infrastructure for compliance and billing (HIPAA, BAA, OIG review, SOC 2, entity and TIN, Medicare enrollment, consent and copay workflows, audit-ready documentation)
Run the revenue cycle day to day (Time tracking, claims submission, acceptance, denials, and days to cash)
Build the reporting backbone
Track outcomes and leading indicators
Run the weekly cadence
Give the team and the board a clear, honest picture of what is working