Chief of Staff

Location: Remote (US preferred)
Reports to: CEO
Status: Full-time, Contract to hire with potential for FT

Better Health is reinventing the $80B home medical supply market by combining education, peer support, coaching, and seamless delivery to support people living with chronic conditions. We’re backed by top-tier investors like Mosaic, General Catalyst, 8VC, Caffeinated Capital, and CareFirst, and partner with leading payers, providers, and manufacturers to serve members across nearly every state.

We’re scaling quickly — and we’re looking for a driven Chief of Staff to strengthen our operating system and help us stay focused on what matters most.

Hi — I’m Naama, CEO of Better Health. I’m looking for a sharp, driven Chief of Staff to work closely with me and our executive team. This is a high-trust, high-impact role — ideal for someone who thrives in fast-paced environments, knows how to get things done, and is ready to grow as a strategic operator.

If you're a former or aspiring founder, this role will give you a front-row seat to company-building and the chance to run mission-critical initiatives. You’ll drive our internal operating system, manage priorities and OKRs, tackle cross-functional challenges, and act as a strategic extension of the CEO.

After this role, I’ll help you find your next big thing. If that means starting your own company, when you’re ready - we’ll back you, connect you, and help you build. We’ve done that before.

Important: We’re not reviewing traditional applications. This role requires hustle, creativity, and resourcefulness — so show us. Work your network. Find a warm intro. That’s how you’ll stand out, and that’s what this role will demand.

• Own the company’s OKR system: lead weekly status reviews, ensure accountability, and track execution.

• Meet regularly with department leads to surface risks, resolve blockers, and support follow-through.

• Drive internal operating cadence: planning cycles, dashboards, calendars, follow-ups.

• Synthesize updates and inputs for the CEO and leadership team.

• Support high-priority strategic initiatives that cut across departments.

• Strategize, prepare and coordinate materials for weekly executive meetings, board reporting, and team updates.
  

• 3–6 years of experience in startups, consulting, operations, or project management; MBA is a plus.

• A proven track record of getting things done in fast-paced environments.

• Expertise with OKRs, dashboards, and cross-functional project management — must-have.

• Excellent written and verbal communication skills — clear, concise, BLUF-style.

• Highly organized, self-directed, and able to prioritize without being told.

• Bonus: Experience or interest in healthcare or healthtech.

This isn’t a back-office role — it’s an opportunity to sit in the engine room of a fast-moving healthtech company. You’ll have real visibility, influence strategic decisions, and play a critical role in making the business run better, faster, and smarter.

• Timeline: Start immediately, 3mo contract to hire opportunity

• Compensation: Competitive pay

• Location: Fully remote, with optional in-person team gatherings, can work from our SF office if local