[Hiring] Chief of Staff @ZorroRX

Role Description

You will work directly with the CEO as the second set of hands and eyes on the whole company. There is no fixed lane. In a given week you might be:

• Rebuilding a member onboarding workflow with our clinical operations team
• Closing the books on our financials
• Drafting a compensation plan
• Preparing board materials
• Running a project nobody else has time to own

The job has two halves:

• Execution: Taking real work off the CEO's plate and getting it done to a standard he would be happy to put his name on.
• Orientation: Knowing what is going on across the company, seeing where priorities have drifted, and keeping the team pointed at the most important objectives.

This is a generalist operator role, not an executive assistant role and not a strategy-only role. You will do analysis and you will also do the unglamorous work that follows from it.

Qualifications

• 0 to 5 years at a top-tier management consulting firm or investment bank, or equivalent experience where the bar for analytical rigor and output quality was very high.
• Healthcare exposure is a plus, not a requirement.
• A strong academic record from a leading university.
• Raw horsepower: you learn fast, think in structures, and can hold a lot of context at once.
• Comfort with ambiguity: you can take a half-formed problem, figure out what actually matters, and come back with a recommendation and a plan.
• Finished work: you write clearly, build clean models, and produce things that need little editing. You check your own numbers.
• Low ego, high standards: you will do work that is below your pay grade and work that is above it, often in the same day, and you treat both seriously.
• Judgment about people: much of this job is getting things done through a small team you do not manage.
• Stamina: this is a demanding role at an early-stage company. The pace is fast and the hours are real.
• We care about trajectory: the right person may be early in their career, exceptional, and looking for an operating seat with more scope and ownership than their current path offers.

Requirements

• Special projects and corporate development.
• Own cross-functional projects from problem definition through delivery: new client launches, pricing and contract analysis, vendor selection, process redesign, market research, M&A, fundraising—whatever the quarter demands.
• Clinical and member operations: Partner with our operations leadership to improve how members are enrolled, how fills move through our pharmacy network, and how we measure and raise service levels.
• Finance: Support the monthly close, cash forecasting, client invoicing, payments and financial reporting. Build the models and dashboards that tell us how the business is actually doing.
• People: Help design and run hiring processes, onboarding, compensation and incentive plans, and performance reviews as the team grows.
• Operating rhythm: Run the systems that keep the company oriented: quarterly goals, weekly priorities, leadership meeting agendas and follow-through, board and investor updates.
• CEO leverage / triage: Prepare materials, pre-read and synthesize, draft communications, and close loops on the CEO's behalf.

Benefits

• Compensation includes salary, health insurance with premiums paid in full by the company, meaningful equity, and a discretionary cash bonus.
• Expected salary range is $110,000 to $130,000.

Location

• Remote, with New York City preferred.