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Chief of Staff

Better Health • Remote • 53 days ago

Chief of Staff

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

About Better Health

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.

About the Role

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.

What You’ll Do

  • 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.

What You Bring

  • 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.

Why This Role Matters

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.

Details

  • 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

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